Nucleophiles
Found 1310 Molecules.
| Molecule | Solvent | Reactivity Parameters | Classification | Reference (sort by title or year) |
|---|---|---|---|---|
 5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) | THF | N Parameter: 31.92 sN Parameter: 0.52 |  | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO) | DMSO | N Parameter: 30.82 sN Parameter: 0.41 | | Tetrahedron 2019, 75, 459-463 DOI: 10.1016/j.tet.2018.11.075 |
 1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) | THF | N Parameter: 30.25 sN Parameter: 0.54 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 cyano((diphenylmethylene)amino)methanide | DMSO | N Parameter: 29.50 sN Parameter: 0.50 | | Tetrahedron 2019, 75, 459-463 DOI: 10.1016/j.tet.2018.11.075 |
 1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) | DMSO | N Parameter: 29.10 sN Parameter: 0.50 | | Tetrahedron 2019, 75, 459-463 DOI: 10.1016/j.tet.2018.11.075 |
 1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) | DMSO | N Parameter: 29.02 sN Parameter: 0.49 | | Tetrahedron 2019, 75, 459-463 DOI: 10.1016/j.tet.2018.11.075 |
 anion of 2-phenyl-propionitrile (in DMSO) | DMSO | N Parameter: 28.95 sN Parameter: 0.58 | | J. Org. Chem. 2009, 74, 75-81 DOI: 10.1021/jo802241x |
 chloro(phenylsulfonyl)methanide (in DMSO) | DMSO | N Parameter: 28.27 sN Parameter: 0.42 | | J. Org. Chem. 2017, 82, 2011-2017 DOI: 10.1021/acs.joc.6b02844 |
 2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO) | DMSO | N Parameter: 27.77 sN Parameter: 0.47 | | Tetrahedron 2019, 75, 459-463 DOI: 10.1016/j.tet.2018.11.075 |
 2-(4-Br-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 27.62 sN Parameter: 0.53 | | Eur. J. Org. Chem. 2013, , 4255-4261 DOI: 10.1002/ejoc.201300265 |
 2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 27.57 sN Parameter: 0.53 | | Eur. J. Org. Chem. 2013, , 4255-4261 DOI: 10.1002/ejoc.201300265 |
 2-PhCH(-)CO2Et (in DMSO) | DMSO | N Parameter: 27.54 sN Parameter: 0.57 | | Eur. J. Org. Chem. 2013, , 4255-4261 DOI: 10.1002/ejoc.201300265 |
 2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 27.45 sN Parameter: 0.38 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 anion of 4-(trifluoromethyl)benzyl-CN (in DMSO) | DMSO | N Parameter: 27.28 sN Parameter: 0.50 | | J. Org. Chem. 2009, 74, 75-81 DOI: 10.1021/jo802241x |
 1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) | DMSO | N Parameter: 26.95 sN Parameter: 0.52 | | Tetrahedron 2019, 75, 459-463 DOI: 10.1016/j.tet.2018.11.075 |
 chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO) | DMSO | N Parameter: 26.90 sN Parameter: 0.45 | | J. Org. Chem. 2017, 82, 2011-2017 DOI: 10.1021/acs.joc.6b02844 |
 2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 26.71 sN Parameter: 0.37 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 chloro(phenylsulfonyl)methanide (in DMF) | DMF | N Parameter: 26.64 sN Parameter: 0.64 |  | Chem. Eur. J. 2008, 14, 6108-6118 DOI: 10.1002/chem.200800329 |
 1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF) | THF | N Parameter: 26.16 sN Parameter: 0.52 | | Angew. Chem. Int. Ed. 2024, , e202318283 DOI: 10.1002/anie.202318283 |
 cyano(pyridin-1-ium-1-yl)methanide (in DMSO) | DMSO | N Parameter: 25.94 sN Parameter: 0.42 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 anion of (benzylsulfonyl)benzene (in DMSO) | DMSO | N Parameter: 25.77 sN Parameter: 0.56 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO) | DMSO | N Parameter: 25.59 sN Parameter: 0.51 | | J. Org. Chem. 2017, 82, 2011-2017 DOI: 10.1021/acs.joc.6b02844 |
 1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) | MeCN | N Parameter: 25.54 sN Parameter: 0.35 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 DOI: 10.1002/anie.201901456 |
 m-nitrophenolate (in MeCN) | MeCN | N Parameter: 25.51 sN Parameter: 0.43 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 enolate of 3-isochromanone (in DMSO) | DMSO | N Parameter: 25.39 sN Parameter: 0.54 | | J. Org. Chem. 2024, 89, 6915-6928 DOI: 10.1021/acs.joc.4c00277 |
 anion of 2-(4-CN-C6H4)propionitrile (in DMSO) | DMSO | N Parameter: 25.35 sN Parameter: 0.56 | | J. Org. Chem. 2009, 74, 75-81 DOI: 10.1021/jo802241x |
 anion of 4-cyanobenzyl-CN (in DMSO) | DMSO | N Parameter: 25.11 sN Parameter: 0.54 | | J. Org. Chem. 2009, 74, 75-81 DOI: 10.1021/jo802241x |
 anion of 1-phenylpropan-2-one (in DMSO) | DMSO | N Parameter: 24.99 sN Parameter: 0.60 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 4-methoxythiophenolate (in DMSO) | DMSO | N Parameter: 24.97 sN Parameter: 0.68 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO) | DMSO | N Parameter: 24.88 sN Parameter: 0.49 | | J. Org. Chem. 2017, 82, 2011-2017 DOI: 10.1021/acs.joc.6b02844 |
 1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) | THF | N Parameter: 24.86 sN Parameter: 0.52 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 4-methylthiophenolate (in DMSO) | DMSO | N Parameter: 24.35 sN Parameter: 0.69 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO) | DMSO | N Parameter: 24.30 sN Parameter: 0.51 | | Org. Biomol. Chem. 2008, 6, 3052-3058 DOI: 10.1039/b805604h |
 potassium indenide (in DMSO) | DMSO | N Parameter: 24.16 sN Parameter: 0.68 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 bromo(phenylsulfonyl)methanide (in DMSO) | DMSO | N Parameter: 23.90 sN Parameter: 0.62 | | J. Org. Chem. 2017, 82, 2011-2017 DOI: 10.1021/acs.joc.6b02844 |
 piperidin-1-yl dithiocarbamate (in MeCN) | MeCN | N Parameter: 23.84 sN Parameter: 0.57 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 sodium indenide (in DMSO) | DMSO | N Parameter: 23.74 sN Parameter: 0.71 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 lithium indenide (in DMSO) | DMSO | N Parameter: 23.66 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 2-(4-CN-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 23.64 sN Parameter: 0.65 | | Eur. J. Org. Chem. 2013, , 4255-4261 DOI: 10.1002/ejoc.201300265 |
 4-methylpiperazin-1-yl dithiocarbamate (in MeCN) | MeCN | N Parameter: 23.61 sN Parameter: 0.57 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) | THF | N Parameter: 23.55 sN Parameter: 0.56 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 cysteine (dianionic, in water, S-nucleophile!) | water | N Parameter: 23.43 sN Parameter: 0.42 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 cysteine (dianionic, in water) | water | N Parameter: 23.43 sN Parameter: 0.42 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 m-(trifluoromethyl)phenolate (in DMF) | DMF | N Parameter: 23.40 sN Parameter: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 thiophenolate (in DMSO) | DMSO | N Parameter: 23.36 sN Parameter: 0.74 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF) | THF | N Parameter: 23.35 sN Parameter: 0.40 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 DOI: 10.1002/anie.201102435 |
 2-(pyrid-4-yl)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 23.27 sN Parameter: 0.70 | | Eur. J. Org. Chem. 2013, , 4255-4261 DOI: 10.1002/ejoc.201300265 |
 m-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Parameter: 23.20 sN Parameter: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of 1,2-diphenylethanone (in DMSO) | DMSO | N Parameter: 23.15 sN Parameter: 0.60 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 trimethylamine (in MeCN) | MeCN | N Parameter: 23.05 sN Parameter: 0.45 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 anion of diethyl 2-butylmalonate (in DMSO) | DMSO | N Parameter: 23.00 sN Parameter: 0.55 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Parameter: 23.00 sN Parameter: 0.46 | | Org. Lett. 2016, 18, 3566-3569 DOI: 10.1021/acs.orglett.6b01525 |
 4-bromothiophenolate (in DMSO) | DMSO | N Parameter: 22.80 sN Parameter: 0.78 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) | THF | N Parameter: 22.80 sN Parameter: 0.60 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 (S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO) | DMSO | N Parameter: 22.67 sN Parameter: 0.54 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 2-sulfidoacetate (in water) | water | N Parameter: 22.62 sN Parameter: 0.43 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 m-(trifluoromethyl)phenolate (in DMSO) | DMSO | N Parameter: 22.62 sN Parameter: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of (4-CN-C6H4)CH2SO2Ph (in DMSO) | DMSO | N Parameter: 22.60 sN Parameter: 0.57 | | Org. Biomol. Chem. 2008, 6, 3052-3058 DOI: 10.1039/b805604h |
 naphthalene-2-thiolate (in DMSO) | DMSO | N Parameter: 22.55 sN Parameter: 0.83 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 3-chlorothiophenolate (in DMSO) | DMSO | N Parameter: 22.50 sN Parameter: 0.78 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 1,1-dimethylhydrazine (in MeCN) | MeCN | N Parameter: 22.41 sN Parameter: 0.45 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 DOI: 10.1002/anie.201107315 |
 m-nitrophenolate (in DMF) | DMF | N Parameter: 22.41 sN Parameter: 0.54 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 1,3-oxazolidin-2-one anion (in DMSO) | DMSO | N Parameter: 22.40 sN Parameter: 0.59 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 pyrrolidin-1-yl dithiocarbamate (in MeCN) | MeCN | N Parameter: 22.40 sN Parameter: 0.63 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) | THF | N Parameter: 22.30 sN Parameter: 0.49 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 anion of nitroethane (in DMF) | DMF | N Parameter: 22.21 sN Parameter: 0.48 | | Chem. Eur. J. 2008, 14, 6108-6118 DOI: 10.1002/chem.200800329 |
 p-(trifluoromethyl)phenolate (in DMF) | DMF | N Parameter: 22.05 sN Parameter: 0.53 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 3-(trifluoromethyl)thiophenolate (in DMSO) | DMSO | N Parameter: 21.75 sN Parameter: 0.86 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Parameter: 21.72 sN Parameter: 0.45 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 DOI: 10.1002/anie.201102435 |
 morpholin-1-yl dithiocarbamate (in MeCN) | MeCN | N Parameter: 21.72 sN Parameter: 0.64 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 p-(tert-butyl)phenolate (in MeCN) | MeCN | N Parameter: 21.70 sN Parameter: 0.58 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Parameter: 21.69 sN Parameter: 0.53 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO) | DMSO | N Parameter: 21.61 sN Parameter: 0.58 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 anion of nitroethane (in DMSO) | DMSO | N Parameter: 21.54 sN Parameter: 0.62 | | J. Org. Chem. 2003, 68, 6880-6886 DOI: 10.1021/jo0344182 |
 3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Parameter: 21.50 sN Parameter: 0.45 | | Org. Lett. 2016, 18, 3566-3569 DOI: 10.1021/acs.orglett.6b01525 |
 1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF) | THF | N Parameter: 21.36 sN Parameter: 0.42 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 4-(trifluoromethyl)thiophenolate (in DMSO) | DMSO | N Parameter: 21.30 sN Parameter: 0.86 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 Me2S(O)=CH2 (in DMSO) | DMSO | N Parameter: 21.29 sN Parameter: 0.47 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 4-methyl-imidazole anion (in DMSO) | DMSO | N Parameter: 21.29 sN Parameter: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 m-nitrophenolate (in DMSO) | DMSO | N Parameter: 21.29 sN Parameter: 0.54 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 thioacetate (in MeCN) | MeCN | N Parameter: 21.20 sN Parameter: 0.63 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO) | DMSO | N Parameter: 21.16 sN Parameter: 0.59 | | Eur. J. Org. Chem. 2024, 27, e202400373 DOI: 10.1002/ejoc.202400373 |
 anion of diethyl methylmalonate (in DMSO) | DMSO | N Parameter: 21.13 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 imidazole anion (in DMSO) | DMSO | N Parameter: 21.09 sN Parameter: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 Me2S=CH(4-CN-C6H4) (in DMSO) | DMSO | N Parameter: 21.07 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 2-methyl-imidazole anion (in DMSO) | DMSO | N Parameter: 21.03 sN Parameter: 0.50 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 o,o'-di-tert-butylphenolate (in DMSO) | DMSO | N Parameter: 21.02 sN Parameter: 0.59 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 glutathione GSH(NH3+/S-) | water | N Parameter: 20.97 sN Parameter: 0.56 | | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 DOI: 10.1002/anie.201909803 |
 N,N-dimethyl dithiocarbamate (in MeCN) | MeCN | N Parameter: 20.93 sN Parameter: 0.69 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN) | MeCN | N Parameter: 20.93 sN Parameter: 0.43 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 DOI: 10.1002/anie.201901456 |
 1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF) | THF | N Parameter: 20.78 sN Parameter: 0.61 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 DOI: 10.1002/anie.202309790 |
 1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO) | DMSO | N Parameter: 20.76 sN Parameter: 0.60 | | Eur. J. Org. Chem. 2024, 27, e202400373 DOI: 10.1002/ejoc.202400373 |
 anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN) | MeOH-MeCN mix | N Parameter: 20.72 sN Parameter: 0.58 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 anion of nitromethane (in DMSO) | DMSO | N Parameter: 20.71 sN Parameter: 0.60 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 2,4-dimethyl-imidazole anion (in DMSO) | DMSO | N Parameter: 20.69 sN Parameter: 0.60 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO) | DMSO | N Parameter: 20.63 sN Parameter: 0.76 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 p-methoxyphenolate (in MeCN) | MeCN | N Parameter: 20.62 sN Parameter: 0.69 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of 2-nitropropane (in DMSO) | DMSO | N Parameter: 20.61 sN Parameter: 0.69 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 MeSO-CH-CO2Et (in DMSO) | DMSO | N Parameter: 20.61 sN Parameter: 0.64 | | Chem. Eur. J. 2010, 16, 8610-8614 DOI: 10.1002/chem.201001455 |
 N-methyl-pyrrolidine (in CH2Cl2) | dichloromethane | N Parameter: 20.60 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO) | DMSO | N Parameter: 20.60 sN Parameter: 0.63 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 N-methyl-pyrrolidine (in MeCN) | MeCN | N Parameter: 20.59 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 quinuclidine (in MeCN) | MeCN | N Parameter: 20.54 sN Parameter: 0.60 | | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 DOI: 10.1002/anie.200701489 |
 2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 20.51 sN Parameter: 0.64 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 azide ion (in DMSO) | DMSO | N Parameter: 20.50 sN Parameter: 0.59 | | J. Phys. Org. Chem. 2006, 19, 706-713 DOI: 10.1002/poc.1063 |
 3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Parameter: 20.41 sN Parameter: 0.46 | | Org. Lett. 2016, 18, 3566-3569 DOI: 10.1021/acs.orglett.6b01525 |
 o-(trifluoromethyl)phenolate (in DMF) | DMF | N Parameter: 20.37 sN Parameter: 0.58 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-chlorophenolate (in DMSO) | DMSO | N Parameter: 20.34 sN Parameter: 0.64 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 cyanamide anion (in DMSO) | DMSO | N Parameter: 20.33 sN Parameter: 0.64 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO) | DMSO | N Parameter: 20.24 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 anion of diethyl malonate (in DMSO) | DMSO | N Parameter: 20.22 sN Parameter: 0.65 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 4-pyridone anion (in MeCN) | MeCN | N Parameter: 20.22 sN Parameter: 0.49 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 DOI: 10.1021/ja106962u |
 phenylsulfinate (in MeCN) | MeCN | N Parameter: 20.11 sN Parameter: 0.59 | | J. Am. Chem. Soc. 2010, 132, 4796-4805 DOI: 10.1021/ja9102056 |
 2-pyridone anion (in MeCN) | MeCN | N Parameter: 20.11 sN Parameter: 0.57 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 DOI: 10.1021/ja106962u |
 anion of 4-nitrobenzyl-CN (in MeCN) | MeCN | N Parameter: 20.10 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 DOI: 10.1021/jacs.0c01960 |
 p-methoxyphenolate (in DMSO) | DMSO | N Parameter: 20.09 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO) | DMSO | N Parameter: 20.08 sN Parameter: 0.57 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO) | DMSO | N Parameter: 20.08 sN Parameter: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO) | DMSO | N Parameter: 20.02 sN Parameter: 0.76 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 20.00 sN Parameter: 0.71 | | Eur. J. Org. Chem. 2013, , 4255-4261 DOI: 10.1002/ejoc.201300265 |
 prolinate (in MeCN) | MeCN | N Parameter: 19.95 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 bis(4-nitrophenyl)methanide (in DMSO) | DMSO | N Parameter: 19.92 sN Parameter: 0.67 | | ARKIVOC 2008, (x), 37-53 DOI: 10.3998/ark.5550190.0009.a05 |
 2-pyridone anion (in DMSO) | DMSO | N Parameter: 19.91 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 DOI: 10.1021/ja106962u |
 1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO) | DMSO | N Parameter: 19.91 sN Parameter: 0.62 | | Eur. J. Org. Chem. 2024, 27, e202400373 DOI: 10.1002/ejoc.202400373 |
 p-(tert-butyl)phenolate (in DMF) | DMF | N Parameter: 19.90 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methoxyphenolate (in DMF) | DMF | N Parameter: 19.90 sN Parameter: 0.82 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN) | MeCN | N Parameter: 19.90 sN Parameter: 0.66 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 DOI: 10.1021/jacs.0c01960 |
 phenolate (in DMSO) | DMSO | N Parameter: 19.86 sN Parameter: 0.71 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) | MeCN | N Parameter: 19.85 sN Parameter: 0.34 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 DOI: 10.1002/anie.201901456 |
 1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole | THF | N Parameter: 19.84 sN Parameter: 0.58 | | J. Org. Chem. 2021, 86, 2974-2985 DOI: 10.1021/acs.joc.0c02838 |
 3,5-bis(trifluoromethyl)thiophenolate (in DMSO) | DMSO | N Parameter: 19.71 sN Parameter: 0.86 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN) | MeCN | N Parameter: 19.69 sN Parameter: 0.61 | | Eur. J. Org. Chem. 2024, 27, e202400373 DOI: 10.1002/ejoc.202400373 |
 anion of 4-nitrobenzyl-CN (in DMSO) | DMSO | N Parameter: 19.67 sN Parameter: 0.68 | | J. Org. Chem. 2009, 74, 75-81 DOI: 10.1021/jo802241x |
 p-chlorophenolate (in DMF) | DMF | N Parameter: 19.67 sN Parameter: 0.72 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(tert-butyl)phenolate (in DMSO) | DMSO | N Parameter: 19.67 sN Parameter: 0.79 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methylphenolate (in DMF) | DMF | N Parameter: 19.65 sN Parameter: 0.85 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 ((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2) | dichloromethane | N Parameter: 19.63 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2025, xx, ASAPArticle DOI: 10.1021/jacs.4c14825 |
 anion of ethyl cyanoacetate (in DMSO) | DMSO | N Parameter: 19.62 sN Parameter: 0.67 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 anion of 2-(4-NO2-C6H4)propionitrile (in DMSO) | DMSO | N Parameter: 19.61 sN Parameter: 0.60 | | J. Org. Chem. 2009, 74, 75-81 DOI: 10.1021/jo802241x |
 phenylsulfinate (in DMSO) | DMSO | N Parameter: 19.60 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2010, 132, 4796-4805 DOI: 10.1021/ja9102056 |
 enolate of 2-coumaranone (in DMSO) | DMSO | N Parameter: 19.60 sN Parameter: 0.75 | | J. Org. Chem. 2024, 89, 6915-6928 DOI: 10.1021/acs.joc.4c00277 |
 1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO) | DMSO | N Parameter: 19.58 sN Parameter: 0.73 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 p-cyanophenolate (in MeCN) | MeCN | N Parameter: 19.58 sN Parameter: 0.59 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide | DMSO | N Parameter: 19.53 sN Parameter: 0.83 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN) | MeCN | N Parameter: 19.51 sN Parameter: 0.47 | | J. Org. Chem. 2025, xx, ASAPArticle DOI: 10.1021/acs.joc.4c02668 |
 anion of malononitrile (in water) | water | N Parameter: 19.50 sN Parameter: 0.55 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN) | MeOH-MeCN mix | N Parameter: 19.49 sN Parameter: 0.63 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 19.46 sN Parameter: 0.58 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO) | DMSO | N Parameter: 19.41 sN Parameter: 0.61 | | Eur. J. Org. Chem. 2024, 27, e202400373 DOI: 10.1002/ejoc.202400373 |
 2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 19.38 sN Parameter: 0.50 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 anion of malononitrile (in DMSO) | DMSO | N Parameter: 19.36 sN Parameter: 0.67 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO) | DMSO | N Parameter: 19.36 sN Parameter: 0.68 | | Eur. J. Org. Chem. 2024, 27, e202400373 DOI: 10.1002/ejoc.202400373 |
 anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Parameter: 19.35 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 1,1-dimethyl-2-methylenehydrazine (in CH2Cl2) | dichloromethane | N Parameter: 19.31 sN Parameter: 0.46 | | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 DOI: 10.1002/anie.201305092 |
 O-ethyl dithiocarbonate (in MeCN) | MeCN | N Parameter: 19.30 sN Parameter: 0.69 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO) | DMSO | N Parameter: 19.28 sN Parameter: 0.65 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 (EtO)2P(O)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 19.23 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 anion of diethyl 2-cyclohexylmalonate (in DMSO) | DMSO | N Parameter: 19.23 sN Parameter: 0.67 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 Ph2P(O)CH(-)CO2Et (in DMSO) | DMSO | N Parameter: 19.20 sN Parameter: 0.69 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 19.15 sN Parameter: 0.59 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 benzimidazole anion (in DMSO) | DMSO | N Parameter: 19.13 sN Parameter: 0.55 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 p-methylphenolate (in DMSO) | DMSO | N Parameter: 19.08 sN Parameter: 0.87 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO) | DMSO | N Parameter: 19.03 sN Parameter: 0.58 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 p-(trifluoromethyl)phenolate (in DMSO) | DMSO | N Parameter: 18.98 sN Parameter: 0.63 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 4-pyridone anion (in DMSO) | DMSO | N Parameter: 18.97 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 DOI: 10.1021/ja106962u |
 4-nitrothiophenolate (in DMSO) | DMSO | N Parameter: 18.92 sN Parameter: 0.87 | | J. Org. Chem. 2021, 86, 5965-5972 DOI: 10.1021/acs.joc.1c00025 |
 N-methyl-piperidine (in CH2Cl2) | dichloromethane | N Parameter: 18.90 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 (cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Parameter: 18.86 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 DOI: 10.1002/anie.201004344 |
 phenolate (in DMF) | DMF | N Parameter: 18.86 sN Parameter: 0.89 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of ethyl acetylacetate (in DMSO) | DMSO | N Parameter: 18.82 sN Parameter: 0.69 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) | DMSO | N Parameter: 18.81 sN Parameter: 0.59 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 m-methoxyphenolate (in MeCN) | MeCN | N Parameter: 18.81 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 DABCO (in MeCN) | MeCN | N Parameter: 18.80 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 DOI: 10.1002/anie.200701489 |
 3,5-dinitrobenzoate (in acetone) | acetone | N Parameter: 18.80 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 p-cyanophenolate (in DMSO) | DMSO | N Parameter: 18.78 sN Parameter: 0.57 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-nitrobenzoate (in acetone) | acetone | N Parameter: 18.74 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 anion of diethyl 2-(isopropyl)malonate (in DMSO) | DMSO | N Parameter: 18.74 sN Parameter: 0.71 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 1,3-di-tert-butyl-1,3,2-diazaphospholidine (in MeCN) | MeCN | N Parameter: 18.74 sN Parameter: 0.47 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 DOI: 10.1002/anie.201901456 |
 N-methyl-piperidine (in MeCN) | MeCN | N Parameter: 18.72 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 Ph2P(O)CH(-)CN (in DMSO) | DMSO | N Parameter: 18.69 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 1,3-dimethyl-2-methylenehexahydropyrimidine (in THF) | THF | N Parameter: 18.68 sN Parameter: 0.63 | | J. Org. Chem. 2021, 86, 2974-2985 DOI: 10.1021/acs.joc.0c02838 |
 anion of benzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Parameter: 18.67 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO) | DMSO | N Parameter: 18.63 sN Parameter: 0.82 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 methanesulfonamide anion (in DMSO) | DMSO | N Parameter: 18.61 sN Parameter: 0.53 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 anion of ethyl cyanoacetate (in 91M9AN) | MeOH-MeCN mix | N Parameter: 18.59 sN Parameter: 0.65 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 pyrrolidine (inMeCN) | MeCN | N Parameter: 18.58 sN Parameter: 0.61 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 (EtO)2P(O)CH(-)CN (in DMSO) | DMSO | N Parameter: 18.57 sN Parameter: 0.66 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 peroxybenzoate (in H2O) | water | N Parameter: 18.57 sN Parameter: 0.43 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 3-chloro-4-methoxyperoxybenzoate (in H2O) | water | N Parameter: 18.56 sN Parameter: 0.48 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 phenolate (in MeCN) | MeCN | N Parameter: 18.53 sN Parameter: 0.85 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO) | DMSO | N Parameter: 18.50 sN Parameter: 0.75 | | Org. Biomol. Chem. 2008, 6, 3052-3058 DOI: 10.1039/b805604h |
 o-(trifluoromethyl)phenolate (in DMSO) | DMSO | N Parameter: 18.47 sN Parameter: 0.61 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 magnesium 2-carboperoxybenzoate (in H2O) | water | N Parameter: 18.43 sN Parameter: 0.46 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 Me2S=CH(p-NO2-C6H4) (in DMSO) | DMSO | N Parameter: 18.42 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 tris(4-dimethylaminophenyl)phosphane | dichloromethane | N Parameter: 18.39 sN Parameter: 0.64 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 o-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Parameter: 18.39 sN Parameter: 0.69 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of 3-methyl acetylacetone (in DMSO) | DMSO | N Parameter: 18.38 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 (S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine | MeCN | N Parameter: 18.33 sN Parameter: 0.64 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO) | DMSO | N Parameter: 18.32 sN Parameter: 0.84 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 p-chlorophenolate (in MeCN) | MeCN | N Parameter: 18.32 sN Parameter: 0.82 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 anion of p-tolylnitromethane (in DMSO) | DMSO | N Parameter: 18.31 sN Parameter: 0.76 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 anion of phenylnitromethane (in DMSO) | DMSO | N Parameter: 18.29 sN Parameter: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 perhydroazepine (in water) | water | N Parameter: 18.29 sN Parameter: 0.46 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 O-isopropyl dithiocarbonate (in MeCN) | MeCN | N Parameter: 18.27 sN Parameter: 0.78 | | Org. Biomol. Chem. 2011, 9, 8046-8050 DOI: 10.1039/c1ob06245j |
 anion of dimethyl malonate (in 91M9AN) | MeOH-MeCN mix | N Parameter: 18.24 sN Parameter: 0.64 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN) | MeOH-MeCN mix | N Parameter: 18.24 sN Parameter: 0.66 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 anion of malononitrile (in 91M9AN) | MeOH-MeCN mix | N Parameter: 18.21 sN Parameter: 0.69 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO) | DMSO | N Parameter: 18.19 sN Parameter: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 3-chloroperoxybenzoate (in H2O) | water | N Parameter: 18.19 sN Parameter: 0.47 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 piperidine (in water) | water | N Parameter: 18.13 sN Parameter: 0.44 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 tris(2,6-dimethoxyphenyl)phosphane (in MeCN) | MeCN | N Parameter: 18.11 sN Parameter: 0.62 | | Chem. Eur. J. 2017, 23, 7422-7427 DOI: 10.1002/chem.201701080 |
 1,3-dimethyl-2-methyleneimidazolidine (in THF) | THF | N Parameter: 18.11 sN Parameter: 0.68 | | J. Org. Chem. 2021, 86, 2974-2985 DOI: 10.1021/acs.joc.0c02838 |
 (1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO) | DMSO | N Parameter: 18.10 sN Parameter: 0.46 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 proline (anionic, in water) | water | N Parameter: 18.08 sN Parameter: 0.50 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 anion of (3-nitrophenyl)nitromethane (in DMSO) | DMSO | N Parameter: 18.06 sN Parameter: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 MeSO2-CH-CO2Et (in DMSO) | DMSO | N Parameter: 18.00 sN Parameter: 0.66 | | Chem. Eur. J. 2010, 16, 8610-8614 DOI: 10.1002/chem.201001455 |
 adenine anion (in DMSO) | DMSO | N Parameter: 18.00 sN Parameter: 0.55 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 4-fluoroperoxybenzoate (in H2O) | water | N Parameter: 17.99 sN Parameter: 0.47 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO) | DMSO | N Parameter: 17.98 sN Parameter: 0.63 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 DOI: 10.1021/ja407885h |
 dimethylamine (in MeCN) | MeCN | N Parameter: 17.96 sN Parameter: 0.63 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 thiocyanate (in MeCN) | MeCN | N Parameter: 17.94 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2003, 125, 14126-14132 DOI: 10.1021/ja037317u |
 3,5-dichloroperoxybenzoate (in H2O) | water | N Parameter: 17.93 sN Parameter: 0.50 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 N-methylenepyrrolidin-1-amine (in CH2Cl2) | dichloromethane | N Parameter: 17.90 sN Parameter: 0.48 | | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 DOI: 10.1002/anie.201305092 |
 pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2) | dichloromethane | N Parameter: 17.88 sN Parameter: 0.73 | | J. Am. Chem. Soc. 2025, xx, ASAPArticle DOI: 10.1021/jacs.4c14825 |
 p-cyanophenolate (in DMF) | DMF | N Parameter: 17.85 sN Parameter: 0.71 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 4-methoxyperoxybenzoate (in H2O) | water | N Parameter: 17.84 sN Parameter: 0.46 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF) | THF | N Parameter: 17.80 sN Parameter: 0.79 | | J. Org. Chem. 2021, 86, 2974-2985 DOI: 10.1021/acs.joc.0c02838 |
 trimethylhydrazine (in MeCN) | MeCN | N Parameter: 17.75 sN Parameter: 0.53 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 DOI: 10.1002/anie.201107315 |
 methylhydrazine (in MeCN) | MeCN | N Parameter: 17.73 sN Parameter: 0.58 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 isopropanolate (in 91iPr9AN) | iPrOH-MeCN mix | N Parameter: 17.71 sN Parameter: 0.58 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 2-Bn super-dmap (in MeCN) | MeCN | N Parameter: 17.69 sN Parameter: 0.57 | | Org. Lett. 2011, 13, 530-533 DOI: 10.1021/ol1029589 |
 anion of diethyl methylmalonate (in water) | water | N Parameter: 17.68 sN Parameter: 0.50 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 1,3-dimesityl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) | MeCN | N Parameter: 17.68 sN Parameter: 0.68 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 DOI: 10.1002/anie.201901456 |
 anion of acetylacetone (in DMSO) | DMSO | N Parameter: 17.64 sN Parameter: 0.73 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 thymine anion (in DMSO) | DMSO | N Parameter: 17.63 sN Parameter: 0.62 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 (S)-N,N-dimethylpyrrolidine-2-carboxamide | MeCN | N Parameter: 17.61 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 4,4-dimethyl-glutarimide anion (in DMSO) | DMSO | N Parameter: 17.52 sN Parameter: 0.63 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 hydantoin anion (in DMSO) | DMSO | N Parameter: 17.52 sN Parameter: 0.55 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO) | DMSO | N Parameter: 17.52 sN Parameter: 0.74 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea | MeCN | N Parameter: 17.50 sN Parameter: 0.64 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 anion of 1,3-diphenylpropane-1,3-dione (in DMSO) | DMSO | N Parameter: 17.46 sN Parameter: 0.65 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 fluorobis(phenylsulfonyl)methanide (in DMSO) | DMSO | N Parameter: 17.46 sN Parameter: 0.73 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 1,3-dimethylbarbiturate anion (in DMSO) | DMSO | N Parameter: 17.46 sN Parameter: 0.72 | | J. Org. Chem. 2017, 82, 8476-8488 DOI: 10.1021/acs.joc.7b01223 |
 4-nitroperoxybenzoate (in H2O) | water | N Parameter: 17.43 sN Parameter: 0.50 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 2-benzylpyrrolidine | MeCN | N Parameter: 17.43 sN Parameter: 0.66 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 Desoxy Breslow intermediate 2a | DMSO | N Parameter: 17.41 sN Parameter: 0.74 | | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 DOI: 10.1002/anie.201202327 |
 (S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine | MeCN | N Parameter: 17.41 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO) | DMSO | N Parameter: 17.36 sN Parameter: 0.71 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 piperidine (in MeCN) | MeCN | N Parameter: 17.35 sN Parameter: 0.68 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Parameter: 17.33 sN Parameter: 0.74 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 triethylamine (in CH2Cl2) | dichloromethane | N Parameter: 17.30 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 methoxybis(phenylsulfonyl)methanide (in DMSO) | DMSO | N Parameter: 17.29 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 ((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN) | MeCN | N Parameter: 17.28 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2025, xx, ASAPArticle DOI: 10.1021/jacs.4c14825 |
 (S)-pyrrolidin-2-ylmethanamine | MeCN | N Parameter: 17.24 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 methylhydrazine (in water) | water | N Parameter: 17.23 sN Parameter: 0.45 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 piperazine (in water) | water | N Parameter: 17.22 sN Parameter: 0.50 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 pyrrolidine (in water) | water | N Parameter: 17.21 sN Parameter: 0.49 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 chloride (in MeCN) | MeCN | N Parameter: 17.20 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 nitrite ion (in MeCN) | MeCN | N Parameter: 17.20 sN Parameter: 0.72 | | Angew. Chem. Int. Ed. 2005, 44, 4623-4626 DOI: 10.1002/anie.200501274 |
 piperidine (in DMSO) | DMSO | N Parameter: 17.19 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO) | DMSO | N Parameter: 17.19 sN Parameter: 0.56 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN) | MeCN | N Parameter: 17.19 sN Parameter: 0.64 | | J. Org. Chem. 2025, xx, ASAPArticle DOI: 10.1021/acs.joc.4c02668 |
 p-toluenesulfonamide anion (in DMSO) | DMSO | N Parameter: 17.14 sN Parameter: 0.60 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 dimethylamine (in water) | water | N Parameter: 17.12 sN Parameter: 0.50 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 Desoxy Breslow intermediate 2a | THF | N Parameter: 17.12 sN Parameter: 0.80 | | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 DOI: 10.1002/anie.201202327 |
 triethylamine (in MeCN) | MeCN | N Parameter: 17.10 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 azide ion (in 91iPr9AN) | iPrOH-MeCN mix | N Parameter: 17.07 sN Parameter: 0.71 | | J. Phys. Org. Chem. 2006, 19, 706-713 DOI: 10.1002/poc.1063 |
 uracil anion (in DMSO) | DMSO | N Parameter: 17.04 sN Parameter: 0.63 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 isopropanolate (in propan-2-ol) | iPrOH | N Parameter: 17.03 sN Parameter: 0.63 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO) | DMSO | N Parameter: 17.00 sN Parameter: 0.74 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 morpholine (in DMSO) | DMSO | N Parameter: 16.96 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 anion of (4-cyanophenyl)nitromethane (in DMSO) | DMSO | N Parameter: 16.96 sN Parameter: 0.73 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 acetate (in MeCN) | MeCN | N Parameter: 16.90 sN Parameter: 0.75 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 SO3(2-) (in water) | water | N Parameter: 16.83 sN Parameter: 0.56 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 benzoate (in MeCN) | MeCN | N Parameter: 16.82 sN Parameter: 0.70 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 2-Et super-dmap (in MeCN) | MeCN | N Parameter: 16.81 sN Parameter: 0.60 | | Org. Lett. 2011, 13, 530-533 DOI: 10.1021/ol1029589 |
 N-methyl-morpholine (in MeCN) | MeCN | N Parameter: 16.80 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 1-methyl-2-phenylpyrrolidine (in CH2Cl2) | dichloromethane | N Parameter: 16.80 sN Parameter: 0.49 | | J. Phys. Org. Chem. 2016, 29, 759-767 DOI: 10.1002/poc.3580 |
 2-methylpyrrolidine (in MeCN) | MeCN | N Parameter: 16.78 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 (S)-pyrrolidin-2-ylmethanol | MeCN | N Parameter: 16.74 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 n-propanolate (in 91nPr9AN) | nPrOH-MeCN mix | N Parameter: 16.73 sN Parameter: 0.63 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 (Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF) | THF | N Parameter: 16.73 sN Parameter: 0.63 | | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524 |
 anion of diethyl 2-(p-anisyl)malonate (in DMSO) | DMSO | N Parameter: 16.73 sN Parameter: 0.91 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 azide ion (in 91nPr9AN) | nPrOH-MeCN mix | N Parameter: 16.70 sN Parameter: 0.73 | | J. Phys. Org. Chem. 2006, 19, 706-713 DOI: 10.1002/poc.1063 |
 hypobromite (in water) | water | N Parameter: 16.69 sN Parameter: 0.46 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN) | MeCN | N Parameter: 16.68 sN Parameter: 0.59 | | J. Org. Chem. 2025, xx, ASAPArticle DOI: 10.1021/acs.joc.4c02668 |
 2-Me super-dmap (in MeCN) | MeCN | N Parameter: 16.65 sN Parameter: 0.58 | | Org. Lett. 2011, 13, 530-533 DOI: 10.1021/ol1029589 |
 o-nitrophenolate (in DMF) | DMF | N Parameter: 16.65 sN Parameter: 0.70 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 MeO-Breslow 1c | THF | N Parameter: 16.61 sN Parameter: 0.68 | | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 DOI: 10.1002/anie.201204524 |
 (S)-2-benzhydrylpyrrolidine | MeCN | N Parameter: 16.61 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 anion of 3-oxo-3-phenylpropanenitrile (in DMSO) | DMSO | N Parameter: 16.55 sN Parameter: 0.78 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 3-(tert-butyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Parameter: 16.54 sN Parameter: 0.47 | | Org. Lett. 2016, 18, 3566-3569 DOI: 10.1021/acs.orglett.6b01525 |
 N-methyl-morpholine (in CH2Cl2) | dichloromethane | N Parameter: 16.50 sN Parameter: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 DOI: 10.1002/poc.1707 |
 (R)-2-isopropyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine | dichloromethane | N Parameter: 16.50 sN Parameter: 0.48 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 (S)-2-(methoxymethyl)pyrrolidine | MeCN | N Parameter: 16.50 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN) | MeCN | N Parameter: 16.48 sN Parameter: 0.60 | | J. Org. Chem. 2025, xx, ASAPArticle DOI: 10.1021/acs.joc.4c02668 |
 hydrazine (in MeCN) | MeCN | N Parameter: 16.45 sN Parameter: 0.56 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 DOI: 10.1002/anie.201107315 |
 benzoate (inMeCN) | MeCN | N Parameter: 16.45 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2020, 142, 5221-5233 DOI: 10.1021/jacs.9b12998 |
 (R)-2-isopropylpyrrolidine | MeCN | N Parameter: 16.44 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 1-(N-pyrrolidino)cyclohexene (in MeCN) | MeCN | N Parameter: 16.42 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 DOI: 10.1002/anie.201004344 |
 4-formyl-imidazole anion (in DMSO) | DMSO | N Parameter: 16.40 sN Parameter: 0.67 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN) | MeCN | N Parameter: 16.38 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2025, xx, ASAPArticle DOI: 10.1021/jacs.4c14825 |
 1-methyl uracil anion (in DMSO) | DMSO | N Parameter: 16.36 sN Parameter: 0.69 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 azide ion (in 91E9AN) | EtOH-MeCN mix | N Parameter: 16.30 sN Parameter: 0.73 | | J. Phys. Org. Chem. 2006, 19, 706-713 DOI: 10.1002/poc.1063 |
 anion of (4-nitrophenyl)nitromethane (in DMSO) | DMSO | N Parameter: 16.29 sN Parameter: 0.75 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 benzotriazole anion (in DMSO) | DMSO | N Parameter: 16.29 sN Parameter: 0.65 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Parameter: 16.28 sN Parameter: 0.75 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 DBN (in MeCN) | MeCN | N Parameter: 16.28 sN Parameter: 0.67 | | Chem. Commun. 2008, , 1792-1794 DOI: 10.1039/b801811a |
 anion of dimedone (in DMSO) | DMSO | N Parameter: 16.27 sN Parameter: 0.77 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 cyanide (in MeCN) | MeCN | N Parameter: 16.27 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2005, 44, 142-145 DOI: 10.1002/anie.200461640 |
 1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO) | DMSO | N Parameter: 16.26 sN Parameter: 0.83 | | J. Am. Chem. Soc. 2018, 140, 11474-11486 DOI: 10.1021/jacs.8b07147 |
 Me2S=CH-CN (in DMSO) | DMSO | N Parameter: 16.23 sN Parameter: 0.60 | | Chem. Eur. J. 2010, 16, 8610-8614 DOI: 10.1002/chem.201001455 |
 (S)-diphenyl(pyrrolidin-2-yl)methanol | MeCN | N Parameter: 16.18 sN Parameter: 0.56 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 tris(4-methoxyphenyl)phosphane | dichloromethane | N Parameter: 16.17 sN Parameter: 0.62 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine | dichloromethane | N Parameter: 16.16 sN Parameter: 0.75 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 anion of diethyl malonate (in water) | water | N Parameter: 16.15 sN Parameter: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyrimidine (TBN) | dichloromethane | N Parameter: 16.15 sN Parameter: 0.73 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 1,2-dimethylhydrazine (in MeCN) | MeCN | N Parameter: 16.15 sN Parameter: 0.68 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN) | MeCN | N Parameter: 16.15 sN Parameter: 0.99 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 DOI: 10.1021/jacs.0c01960 |
 DBU (in THF) | THF | N Parameter: 16.12 sN Parameter: 0.67 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 DOI: 10.1002/anie.201102435 |
 ethanolate (in 91E9AN) | EtOH-MeCN mix | N Parameter: 16.08 sN Parameter: 0.62 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 ethanolamine (in DMSO) | DMSO | N Parameter: 16.07 sN Parameter: 0.61 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 2-formyl-imidazole anion (in DMSO) | DMSO | N Parameter: 16.06 sN Parameter: 0.68 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO) | DMSO | N Parameter: 16.06 sN Parameter: 0.69 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 diacetamide anion (in DMSO) | DMSO | N Parameter: 16.05 sN Parameter: 0.70 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 n-propanolate (in propan-1-ol) | nPrOH | N Parameter: 16.03 sN Parameter: 0.70 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 succinimide anion (in DMSO) | DMSO | N Parameter: 16.03 sN Parameter: 0.66 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 methyl carbonate (in MeCN) | MeCN | N Parameter: 16.03 sN Parameter: 0.64 | | Eur. J. Org. Chem. 2010, , 4205-4210 DOI: 10.1002/ejoc.201000414 |
 anion of 1-phenylbutane-1,3-dione (in DMSO) | DMSO | N Parameter: 16.03 sN Parameter: 0.86 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 phthalimidoperoxyhexanoate (in H2O) | water | N Parameter: 16.02 sN Parameter: 0.54 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 anion of ethyl acetylacetate (in water) | water | N Parameter: 15.99 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 ethyl N-acetylcarbamate anion (in DMSO) | DMSO | N Parameter: 15.99 sN Parameter: 0.70 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 pyrrolidine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 15.97 sN Parameter: 0.63 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO) | DMSO | N Parameter: 15.97 sN Parameter: 0.72 | | Eur. J. Org. Chem. 2017, , 1196-1202 DOI: 10.1002/ejoc.201601513 |
 anion of diethyl 2-phenylmalonate (in DMSO) | DMSO | N Parameter: 15.93 sN Parameter: 0.99 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 (Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF) | THF | N Parameter: 15.92 sN Parameter: 0.72 | | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524 |
 1-(N-pyrrolidino)cyclopentene | dichloromethane | N Parameter: 15.91 sN Parameter: 0.86 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 4-pyrrolidinopyridine (in CH2Cl2) | dichloromethane | N Parameter: 15.90 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 4-(dimethylamino)pyridine (in THF) | THF | N Parameter: 15.90 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 DOI: 10.1002/anie.201102435 |
 (S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione | MeCN | N Parameter: 15.90 sN Parameter: 0.77 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 Me2S=CH-CO2Et (in DMSO) | DMSO | N Parameter: 15.85 sN Parameter: 0.61 | | Chem. Eur. J. 2010, 16, 8610-8614 DOI: 10.1002/chem.201001455 |
 anion of ethyl 2-cyano-2-phenylacetate (in DMSO) | DMSO | N Parameter: 15.85 sN Parameter: 1.04 | | Eur. J. Org. Chem. 2017, , 1196-1202 DOI: 10.1002/ejoc.201601513 |
 o-nitrophenolate (in MeCN) | MeCN | N Parameter: 15.83 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 trifluoroacetamide anion (in DMSO) | DMSO | N Parameter: 15.81 sN Parameter: 0.64 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 4-(dimethylamino)pyridine (in CH2Cl2) | dichloromethane | N Parameter: 15.80 sN Parameter: 0.66 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 methanolate (in methanol) | MeOH | N Parameter: 15.78 sN Parameter: 0.56 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 ethanolate (in ethanol) | EtOH | N Parameter: 15.78 sN Parameter: 0.65 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 n-propylamine (in DMSO) | DMSO | N Parameter: 15.70 sN Parameter: 0.64 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 N-methyl-trifluoroacetamide anion (in DMSO) | DMSO | N Parameter: 15.70 sN Parameter: 0.71 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 1-methyl-2-phenylpyrrolidine (in MeCN) | MeCN | N Parameter: 15.70 sN Parameter: 0.54 | | J. Phys. Org. Chem. 2016, 29, 759-767 DOI: 10.1002/poc.3580 |
 N',N'-dimethylformohydrazide (in MeCN) | MeCN | N Parameter: 15.69 sN Parameter: 0.51 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 (4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Parameter: 15.68 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 bis(phenylsulfonyl)methanide (in DMSO) | DMSO | N Parameter: 15.68 sN Parameter: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 DOI: 10.1002/anie.201605616 |
 2-(naphthylmethyl)quinuclidine (in MeCN) | MeCN | N Parameter: 15.66 sN Parameter: 0.62 | | J. Org. Chem. 2009, 74, 7157-7164 DOI: 10.1021/jo901670w |
 morpholine (in MeCN) | MeCN | N Parameter: 15.65 sN Parameter: 0.74 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 MeO-Breslow 1e | THF | N Parameter: 15.65 sN Parameter: 0.52 | | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 DOI: 10.1002/anie.201204524 |
 piperidine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 15.63 sN Parameter: 0.64 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 2-phenylperoxyacetate (in H2O) | water | N Parameter: 15.63 sN Parameter: 0.56 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 morpholine (in water) | water | N Parameter: 15.62 sN Parameter: 0.54 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN) | MeCN | N Parameter: 15.62 sN Parameter: 0.99 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 DOI: 10.1021/jacs.0c01960 |
 (1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO) | DMSO | N Parameter: 15.60 sN Parameter: 0.51 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 TCAP (in MeCN) | MeCN | N Parameter: 15.60 sN Parameter: 0.68 | | Chem. Eur. J. 2013, 19, 6435-6442 DOI: 10.1002/chem.201204452 |
 barbiturate anion (in DMSO) | DMSO | N Parameter: 15.59 sN Parameter: 0.80 | | J. Org. Chem. 2017, 82, 8476-8488 DOI: 10.1021/acs.joc.7b01223 |
 Dexoxy Breslow intermediate 6 | THF | N Parameter: 15.58 sN Parameter: 0.57 | | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 DOI: 10.1002/anie.201204524 |
 anion of 2-phenylmalononitrile (in DMSO) | DMSO | N Parameter: 15.58 sN Parameter: 1.00 | | Eur. J. Org. Chem. 2017, , 1196-1202 DOI: 10.1002/ejoc.201601513 |
 anion of ethyl cyanoacetate (in water) | water | N Parameter: 15.57 sN Parameter: 0.58 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 (S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole | MeCN | N Parameter: 15.55 sN Parameter: 0.69 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 phthalimide anion (in DMSO) | DMSO | N Parameter: 15.52 sN Parameter: 0.67 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 4-(dimethylamino)pyridine (in MeCN) | MeCN | N Parameter: 15.51 sN Parameter: 0.62 | | J. Phys. Chem. A 2012, 116, 8494-8499 DOI: 10.1021/jp3049247 |
 diethanolamine (in DMSO) | DMSO | N Parameter: 15.51 sN Parameter: 0.70 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 DBN (in CH2Cl2) | dichloromethane | N Parameter: 15.50 sN Parameter: 0.76 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 tri-n-butylphosphane | dichloromethane | N Parameter: 15.49 sN Parameter: 0.69 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 o-nitrophenolate (in DMSO) | DMSO | N Parameter: 15.48 sN Parameter: 0.71 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 1-aminopropan-2-ol (in DMSO) | DMSO | N Parameter: 15.47 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 tris(4-methylphenyl)phosphane | dichloromethane | N Parameter: 15.44 sN Parameter: 0.64 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 (S)-2-(azidomethyl)pyrrolidine | MeCN | N Parameter: 15.43 sN Parameter: 0.73 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 HOO- (in water) | water | N Parameter: 15.40 sN Parameter: 0.55 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 morpholine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 15.40 sN Parameter: 0.64 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 2-Ac super-dmap (in MeCN) | MeCN | N Parameter: 15.39 sN Parameter: 0.60 | | Org. Lett. 2011, 13, 530-533 DOI: 10.1021/ol1029589 |
 (Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF) | THF | N Parameter: 15.33 sN Parameter: 0.79 | | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524 |
 anion of triethyl methanetricarboxylate (in DMSO) | DMSO | N Parameter: 15.33 sN Parameter: 0.72 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 (S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole | MeCN | N Parameter: 15.32 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 p-nitrobenzoate (in MeCN) | MeCN | N Parameter: 15.30 sN Parameter: 0.76 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 (R)-2-benzhydryl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine | dichloromethane | N Parameter: 15.30 sN Parameter: 0.55 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 DBU (in MeCN) | MeCN | N Parameter: 15.29 sN Parameter: 0.70 | | Chem. Commun. 2008, , 1792-1794 DOI: 10.1039/b801811a |
 benzylamine (in DMSO) | DMSO | N Parameter: 15.28 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 n-butylamine (in MeCN) | MeCN | N Parameter: 15.27 sN Parameter: 0.63 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 3-pyrrolidino-1H-indene (in MeCN) | MeCN | N Parameter: 15.27 sN Parameter: 0.93 | | Synthesis 2019, 51, 1157-1170 DOI: 10.1055/s-0037-1611634 |
 anion of ethyl 2-nitroacetate (in DMSO) | DMSO | N Parameter: 15.24 sN Parameter: 0.74 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2) | dichloromethane | N Parameter: 15.21 sN Parameter: 0.69 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 4-aminopyridine (in CH2Cl2) | dichloromethane | N Parameter: 15.20 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 (S)-N-propylpyrrolidine-2-carboxamide | MeCN | N Parameter: 15.20 sN Parameter: 0.73 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 methylamine (in MeCN) | MeCN | N Parameter: 15.19 sN Parameter: 0.68 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 tris(2,6-dimethoxyphenyl)phosphane | dichloromethane | N Parameter: 15.19 sN Parameter: 0.88 | | Chem. Eur. J. 2017, 23, 7422-7427 DOI: 10.1002/chem.201701080 |
 KBH4 (in DMSO) | DMSO | N Parameter: 15.14 sN Parameter: 0.77 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 p-nitrophenolate (in MeCN) | MeCN | N Parameter: 15.14 sN Parameter: 0.82 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Parameter: 15.13 sN Parameter: 0.75 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 n-propylamine (in MeCN) | MeCN | N Parameter: 15.11 sN Parameter: 0.63 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 diethylamine (in MeCN) | MeCN | N Parameter: 15.10 sN Parameter: 0.73 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO) | DMSO | N Parameter: 15.07 sN Parameter: 0.79 | | Eur. J. Org. Chem. 2017, , 1196-1202 DOI: 10.1002/ejoc.201601513 |
 1-(N-piperidino)cyclopentene | dichloromethane | N Parameter: 15.06 sN Parameter: 0.82 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 p-nitrophenolate (in DMF) | DMF | N Parameter: 15.05 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 purine anion (in DMSO) | DMSO | N Parameter: 15.03 sN Parameter: 0.77 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Parameter: 15.02 sN Parameter: 0.75 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 azide ion (in 45M55AN) | MeOH-MeCN mix | N Parameter: 15.01 sN Parameter: 0.80 | | J. Phys. Org. Chem. 2006, 19, 706-713 DOI: 10.1002/poc.1063 |
 anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO) | DMSO | N Parameter: 14.99 sN Parameter: 0.83 | | Eur. J. Org. Chem. 2017, , 1196-1202 DOI: 10.1002/ejoc.201601513 |
 4-pyrrolidinopyridine (in MeCN) | MeCN | N Parameter: 14.99 sN Parameter: 0.69 | | Chem. Eur. J. 2013, 19, 6435-6442 DOI: 10.1002/chem.201204452 |
 (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea | MeCN | N Parameter: 14.97 sN Parameter: 0.69 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 methyl (cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Parameter: 14.96 sN Parameter: 0.68 | | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 DOI: 10.1002/anie.201004344 |
 (2S,3S)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine | dichloromethane | N Parameter: 14.96 sN Parameter: 0.64 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 Bu4NBH4 (in DMSO) | DMSO | N Parameter: 14.94 sN Parameter: 0.79 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO) | DMSO | N Parameter: 14.94 sN Parameter: 0.96 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 1-(N-pyrrolidino)cyclohexene | dichloromethane | N Parameter: 14.91 sN Parameter: 0.86 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 4-(dimethylamino)pyridine (in DMF) | DMF | N Parameter: 14.90 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 3,5-dinitrobenzoate (in MeCN) | MeCN | N Parameter: 14.90 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 1,3-diethyl-thiobarbiturate anion (in DMSO) | DMSO | N Parameter: 14.90 sN Parameter: 0.80 | | J. Org. Chem. 2017, 82, 8476-8488 DOI: 10.1021/acs.joc.7b01223 |
 tris(2,4-dimethylphenyl)phosphane | dichloromethane | N Parameter: 14.88 sN Parameter: 0.41 | | Chem. Eur. J. 2017, 23, 7422-7427 DOI: 10.1002/chem.201701080 |
 maleimide anion (in DMSO) | DMSO | N Parameter: 14.87 sN Parameter: 0.76 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 4-nitro-imidazole anion (in DMSO) | DMSO | N Parameter: 14.81 sN Parameter: 0.71 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 4-(dimethylamino)pyridine (in DMSO) | DMSO | N Parameter: 14.80 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 4-(morpholino)pyridine (in MeCN) | MeCN | N Parameter: 14.80 sN Parameter: 0.63 | | J. Phys. Chem. A 2012, 116, 8494-8499 DOI: 10.1021/jp3049247 |
 theophylline anion (in DMSO) | DMSO | N Parameter: 14.78 sN Parameter: 0.71 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 MeO-Breslow 1a | THF | N Parameter: 14.77 sN Parameter: 0.80 | | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 DOI: 10.1002/anie.201204524 |
 4-pyridone anion (in water) | water | N Parameter: 14.76 sN Parameter: 0.48 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 DOI: 10.1021/ja106962u |
 anion of (3-nitrophenyl)nitromethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 14.75 sN Parameter: 0.71 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 methyl L-prolinate | MeCN | N Parameter: 14.75 sN Parameter: 0.82 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 NaBH4 (in DMSO) | DMSO | N Parameter: 14.74 sN Parameter: 0.81 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 chloride (in EtOH) | EtOH | N Parameter: 14.70 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 diethylamine (in water) | water | N Parameter: 14.68 sN Parameter: 0.53 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 tricyclohexylphosphane | dichloromethane | N Parameter: 14.64 sN Parameter: 0.68 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 2-phenyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2) | dichloromethane | N Parameter: 14.62 sN Parameter: 0.72 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 4-(morpholino)pyridine (in CH2Cl2) | dichloromethane | N Parameter: 14.59 sN Parameter: 0.69 | | Eur. J. Org. Chem. 2016, , 4050-4058 DOI: 10.1002/ejoc.201600572 |
 2-methyl-1,4,5,6-tetrahydropyrimidine (in DMSO) | DMSO | N Parameter: 14.58 sN Parameter: 0.79 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine | dichloromethane | N Parameter: 14.57 sN Parameter: 0.75 | | Eur. J. Org. Chem. 2014, , 1202-1211 DOI: 10.1002/ejoc.201301730 |
 azide ion (in 91M9AN) | MeOH-MeCN mix | N Parameter: 14.54 sN Parameter: 0.82 | | J. Phys. Org. Chem. 2006, 19, 706-713 DOI: 10.1002/poc.1063 |
 methanolate (in 91M9AN) | MeOH-MeCN mix | N Parameter: 14.51 sN Parameter: 0.68 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 dipropylamine (in MeCN) | MeCN | N Parameter: 14.51 sN Parameter: 0.80 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 bromide (in 80% aq EtOH) | water-EtOH mix | N Parameter: 14.50 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 hypochlorite (in water) | water | N Parameter: 14.50 sN Parameter: 0.58 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Parameter: 14.49 sN Parameter: 0.86 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 DOI: 10.1021/ja072135b |
 (4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Parameter: 14.48 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Parameter: 14.48 sN Parameter: 0.86 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO) | DMSO | N Parameter: 14.46 sN Parameter: 0.91 | | Eur. J. Org. Chem. 2015, , 7594-7601 DOI: 10.1002/ejoc.201501107 |
 NaB(OAc)3H (in DMSO) | DMSO | N Parameter: 14.45 sN Parameter: 0.76 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 THTP (3,5,6,7-tetrahydro-2H-thiazolo[3,2-a]pyrimidine) | dichloromethane | N Parameter: 14.45 sN Parameter: 0.78 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 Desoxy Breslow intermediate 2a' | THF | N Parameter: 14.45 sN Parameter: 0.71 | | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 DOI: 10.1002/anie.201202327 |
 2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole (TBO) | dichloromethane | N Parameter: 14.44 sN Parameter: 0.79 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (MeTBD) | dichloromethane | N Parameter: 14.43 sN Parameter: 0.81 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 2-methyl-1,4,5,6-tetrahydropyrimidine (in MeCN) | MeCN | N Parameter: 14.43 sN Parameter: 0.79 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 peroxomonosulfate (in water) | water | N Parameter: 14.41 sN Parameter: 0.60 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 (Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO) | DMSO | N Parameter: 14.40 sN Parameter: 0.64 | | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524 |
 (Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF) | THF | N Parameter: 14.40 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524 |
 2-aminobutan-1-ol (in DMSO) | DMSO | N Parameter: 14.39 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 allylamine (in MeCN) | MeCN | N Parameter: 14.37 sN Parameter: 0.66 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 2-benzyl-1,1,3,3-tetramethylguanidine | dichloromethane | N Parameter: 14.36 sN Parameter: 0.79 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 triphenylphosphane | dichloromethane | N Parameter: 14.33 sN Parameter: 0.65 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 anion of 3-methyl acetylacetone (in water) | water | N Parameter: 14.33 sN Parameter: 0.69 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 peroxy-GABA | water | N Parameter: 14.33 sN Parameter: 0.57 | | Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158 |
 p-nitrophenolate (in DMSO) | DMSO | N Parameter: 14.32 sN Parameter: 0.77 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 ethyl glycinate (in DMSO) | DMSO | N Parameter: 14.30 sN Parameter: 0.67 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 p-methylphenolate (in H2O) | water | N Parameter: 14.30 sN Parameter: 0.55 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 benzylamine (in MeCN) | MeCN | N Parameter: 14.29 sN Parameter: 0.67 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 t-butylperoxy anion (in H2O) | water | N Parameter: 14.29 sN Parameter: 0.51 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 4-methoxyaniline (in water) | water | N Parameter: 14.28 sN Parameter: 0.68 | | ChemPlusChem 2015, 80, 1673-1679 DOI: 10.1002/cplu.201500246 |
 tris(2-methoxyphenyl)phosphane | dichloromethane | N Parameter: 14.26 sN Parameter: 0.73 | | Chem. Eur. J. 2017, 23, 7422-7427 DOI: 10.1002/chem.201701080 |
 anion of (3-nitrophenyl)nitromethane (in water) | water | N Parameter: 14.25 sN Parameter: 0.46 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 2-thiobarbiturate anion (in DMSO) | DMSO | N Parameter: 14.24 sN Parameter: 0.82 | | J. Org. Chem. 2017, 82, 8476-8488 DOI: 10.1021/acs.joc.7b01223 |
 2-Bz super-dmap (in MeCN) | MeCN | N Parameter: 14.19 sN Parameter: 0.67 | | Org. Lett. 2011, 13, 530-533 DOI: 10.1021/ol1029589 |
 [H-B(2,4,6-F3C6H2)3]- [NEt4]+ | MeCN | N Parameter: 14.13 sN Parameter: 0.61 | | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 DOI: 10.1002/anie.201507298 |
 phenylalanine (anionic, in water) | water | N Parameter: 14.12 sN Parameter: 0.53 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 ethanolamine (in MeCN) | MeCN | N Parameter: 14.11 sN Parameter: 0.71 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 chloride (in 50/50 MeOH/MeCN) | MeOH-MeCN mix | N Parameter: 14.10 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 2,3,4,6,7,8-hexahydropyrimido[2,1-b][1,3]thiazine | dichloromethane | N Parameter: 14.10 sN Parameter: 0.82 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 N-methylhydroxylamine (in MeCN) | MeCN | N Parameter: 14.10 sN Parameter: 0.76 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 1-pyrrolidino-3,4-dihydronaphthalene (in MeCN) | MeCN | N Parameter: 14.09 sN Parameter: 0.66 | | Synthesis 2019, 51, 1157-1170 DOI: 10.1055/s-0037-1611634 |
 1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF) | THF | N Parameter: 14.07 sN Parameter: 0.84 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 DOI: 10.1002/anie.201102435 |
 peroxy-beta-alanate | water | N Parameter: 14.07 sN Parameter: 0.56 | | Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158 |
 anion of (4-nitrophenyl)nitromethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 14.05 sN Parameter: 0.72 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 anion of nitromethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 14.02 sN Parameter: 0.61 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 1,3-diaminopropane (in water) | water | N Parameter: 14.02 sN Parameter: 0.54 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 1-(N-piperidino)cyclohexene (in MeCN) | MeCN | N Parameter: 14.02 sN Parameter: 0.76 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 DOI: 10.1021/ja401106x |
 leucine (anionic, in water) | water | N Parameter: 14.01 sN Parameter: 0.52 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine | dichloromethane | N Parameter: 14.00 sN Parameter: 0.70 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 2-(triphenylsilyl)pyrrolidine | MeCN | N Parameter: 14.00 sN Parameter: 0.84 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 [H-B(2,6-F2C6H3)3]- [NEt4]+ | MeCN | N Parameter: 13.97 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 DOI: 10.1002/anie.201507298 |
 glutamate (dianionic, in water) | water | N Parameter: 13.96 sN Parameter: 0.54 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 2,2-dimethylpyrrolidine | MeCN | N Parameter: 13.96 sN Parameter: 0.76 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 (C6H5)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Parameter: 13.95 sN Parameter: 0.69 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 beta-piperidinium-peroxypropionate | water | N Parameter: 13.94 sN Parameter: 0.62 | | Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158 |
 anion of (4-cyanophenyl)nitromethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.92 sN Parameter: 0.74 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 cumene peroxy anion (in H2O) | water | N Parameter: 13.92 sN Parameter: 0.61 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 anion of Meldrums acid (in DMSO) | DMSO | N Parameter: 13.91 sN Parameter: 0.86 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 DOI: 10.1002/1521-3773(20020104)41:1<91::AID-ANIE91>3.0.CO;2-P |
 Desoxy Breslow intermediate 2b | THF | N Parameter: 13.91 sN Parameter: 0.64 | | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 DOI: 10.1002/anie.201202327 |
 anion of 2-nitro-1-phenylethan-1-one (in DMSO) | DMSO | N Parameter: 13.91 sN Parameter: 0.76 | | Chem. Eur. J. 2015, 21, 875-884 DOI: 10.1002/chem.201404500 |
 (E)-1-styrylpyrrolidine (in MeCN) | MeCN | N Parameter: 13.87 sN Parameter: 0.76 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 DHPB (3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine) | dichloromethane | N Parameter: 13.86 sN Parameter: 0.78 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 methylamine (in water) | water | N Parameter: 13.85 sN Parameter: 0.53 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 (E)-beta-(N-piperidino)styrene (in MeCN) | MeCN | N Parameter: 13.84 sN Parameter: 0.73 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 histidine (anionic, in water) | water | N Parameter: 13.83 sN Parameter: 0.54 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 anion of diethyl 2-(acetyl)malonate (in DMSO) | DMSO | N Parameter: 13.83 sN Parameter: 0.84 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 aspartate (dianionic, in water) | water | N Parameter: 13.81 sN Parameter: 0.53 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 bromide (in 50% aq MeCN) | water-MeCN mix | N Parameter: 13.80 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Parameter: 13.79 sN Parameter: 0.86 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 (4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Parameter: 13.78 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 DOI: 10.1021/ja1084749 |
 isopropylamine (in MeCN) | MeCN | N Parameter: 13.77 sN Parameter: 0.70 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 phenylsulfinate (in 50W50AN) | water-MeCN mix | N Parameter: 13.75 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2010, 132, 4796-4805 DOI: 10.1021/ja9102056 |
 anion of acetylacetone (in water) | water | N Parameter: 13.73 sN Parameter: 0.64 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 diethanolamine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.71 sN Parameter: 0.67 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 4-methylpyridine (in CH2Cl2) | dichloromethane | N Parameter: 13.70 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 4-methoxypyridine (in CH2Cl2) | dichloromethane | N Parameter: 13.70 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 valine (anionic, in water) | water | N Parameter: 13.65 sN Parameter: 0.57 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 anion of diethyl 2-(benzoyl)malonate (in DMSO) | DMSO | N Parameter: 13.63 sN Parameter: 0.80 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 bromide (in 50% aq EtOH) | water-EtOH mix | N Parameter: 13.60 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 cyanate (in MeCN) | MeCN | N Parameter: 13.60 sN Parameter: 0.84 | | Chem. Eur. J. 2008, 14, 3866-3868 DOI: 10.1002/chem.200800314 |
 pyridine (in MeCN) | MeCN | N Parameter: 13.60 sN Parameter: 0.60 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 triphenylphosphine (in THF) | THF | N Parameter: 13.59 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 DOI: 10.1002/anie.201102435 |
 anion of (4-nitrophenyl)nitromethane (in water) | water | N Parameter: 13.58 sN Parameter: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 anion of p-tolylnitromethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.58 sN Parameter: 0.64 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 1,1,3,3-tetramethylguanidine | dichloromethane | N Parameter: 13.58 sN Parameter: 0.77 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 (S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate | MeCN | N Parameter: 13.57 sN Parameter: 0.53 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 gamma-aminobutyric acid (anionic, in water) | water | N Parameter: 13.55 sN Parameter: 0.56 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 glycine (anionic, in water) | water | N Parameter: 13.51 sN Parameter: 0.58 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 N-methyl-glycinenitrile (in water) | water | N Parameter: 13.50 sN Parameter: 0.59 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 hydrazine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.47 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 benzylamine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.46 sN Parameter: 0.62 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 hydrazine (in water) | water | N Parameter: 13.46 sN Parameter: 0.57 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 1,3-di-tert-butyl-1,3,2-diazaphosphinane (in MeCN) | MeCN | N Parameter: 13.46 sN Parameter: 0.52 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 DOI: 10.1002/anie.201901456 |
 glutamine (anionic, in water) | water | N Parameter: 13.45 sN Parameter: 0.54 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 (S)-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine | dichloromethane | N Parameter: 13.45 sN Parameter: 0.72 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 benzylamine (in water) | water | N Parameter: 13.44 sN Parameter: 0.55 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 4-methoxyaniline (in MeCN) | MeCN | N Parameter: 13.42 sN Parameter: 0.73 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole | dichloromethane | N Parameter: 13.42 sN Parameter: 0.73 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 1-(N-morpholino)cyclopentene | dichloromethane | N Parameter: 13.41 sN Parameter: 0.82 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 anion of nitroethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.41 sN Parameter: 0.67 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 n-propylamine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.41 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 2-phenylethylamine (in water) | water | N Parameter: 13.40 sN Parameter: 0.57 | | ChemPlusChem 2015, 80, 1673-1679 DOI: 10.1002/cplu.201500246 |
 triisopropylphosphane | dichloromethane | N Parameter: 13.37 sN Parameter: 0.70 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 1-(N-piperidino)cyclohexene | dichloromethane | N Parameter: 13.36 sN Parameter: 0.81 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 n-propylamine (in water) | water | N Parameter: 13.33 sN Parameter: 0.56 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 chloride (in 80% aq MeCN) | water-MeCN mix | N Parameter: 13.30 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 tetrahydrothiophene (in MeCN) | MeCN | N Parameter: 13.30 sN Parameter: 0.72 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 ethylenediamine (in water) | water | N Parameter: 13.28 sN Parameter: 0.58 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 beta-alanine (anionic, in water) | water | N Parameter: 13.26 sN Parameter: 0.58 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 di(methoxyethyl)amine (in MeCN) | MeCN | N Parameter: 13.24 sN Parameter: 0.93 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 4-acetamido-pyridine (in MeCN) | MeCN | N Parameter: 13.24 sN Parameter: 0.67 | | J. Phys. Chem. A 2012, 116, 8494-8499 DOI: 10.1021/jp3049247 |
 anion of (4-cyanophenyl)nitromethane (in water) | water | N Parameter: 13.23 sN Parameter: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 ethanolamine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.23 sN Parameter: 0.65 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 allylamine (in water) | water | N Parameter: 13.21 sN Parameter: 0.54 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 4-(dimethylamino)pyridine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 13.20 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 fluoride (in 80% aq EtOH) | water-EtOH mix | N Parameter: 13.20 sN Parameter: 0.53 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 4-(dimethylamino)pyridine (in H2O) | water | N Parameter: 13.19 sN Parameter: 0.56 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 p-toluidine (in MeCN) | MeCN | N Parameter: 13.19 sN Parameter: 0.69 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 serine (anionic, in water) | water | N Parameter: 13.16 sN Parameter: 0.55 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 methionine (anionic, in water) | water | N Parameter: 13.16 sN Parameter: 0.58 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2) | dichloromethane | N Parameter: 13.12 sN Parameter: 0.69 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 1-benzyl-2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Parameter: 13.11 sN Parameter: 0.83 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 tetrahydrothiophene (in CH2Cl2) | dichloromethane | N Parameter: 13.10 sN Parameter: 0.72 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 anion of p-tolylnitromethane (in water) | water | N Parameter: 13.09 sN Parameter: 0.50 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 Ph3P=C(CH3)-CO2Et | dichloromethane | N Parameter: 13.09 sN Parameter: 0.73 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 asparagine (anionic, in water) | water | N Parameter: 13.03 sN Parameter: 0.53 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 alanine (anionic, in water) | water | N Parameter: 13.01 sN Parameter: 0.58 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 chloride (in 80% aq EtOH) | water-EtOH mix | N Parameter: 13.00 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 p-toluidine (in water) | water | N Parameter: 13.00 sN Parameter: 0.79 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 diethanolamine (in water) | water | N Parameter: 13.00 sN Parameter: 0.61 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 3,5,6,7-tetrahydro-2H-imidazo[2,1-b][1,3]thiazine | dichloromethane | N Parameter: 13.00 sN Parameter: 0.83 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 aniline (in water) | water | N Parameter: 12.99 sN Parameter: 0.73 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 2,3,5,6-tetrahydroimidazo[2,1-b]thiazole | dichloromethane | N Parameter: 12.98 sN Parameter: 0.81 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 arginine (betaine, in water) | water | N Parameter: 12.96 sN Parameter: 0.57 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 3-bromo-4-(dimethylamino)pyridine (in MeCN) | MeCN | N Parameter: 12.96 sN Parameter: 0.67 | | J. Phys. Chem. A 2012, 116, 8494-8499 DOI: 10.1021/jp3049247 |
 (R)-2-(tert-butyl)-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine | dichloromethane | N Parameter: 12.95 sN Parameter: 0.58 | | J. Org. Chem. 2011, 76, 5104-5112 DOI: 10.1021/jo200803x |
 4-chloroaniline (in MeCN) | MeCN | N Parameter: 12.92 sN Parameter: 0.60 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 2-methyl-4,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Parameter: 12.92 sN Parameter: 0.77 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 glycylglycine (anionic, in water) | water | N Parameter: 12.91 sN Parameter: 0.59 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 1-(phenylmethylamino)cyclopentene | dichloromethane | N Parameter: 12.90 sN Parameter: 0.79 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 chloride (in MeOH) | MeOH | N Parameter: 12.90 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 pyridine (in CH2Cl2) | dichloromethane | N Parameter: 12.90 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 ethylamine (in water) | water | N Parameter: 12.87 sN Parameter: 0.58 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 bromide (in 40% aq MeCN) | water-MeCN mix | N Parameter: 12.80 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 hydroxylamine (in MeCN) | MeCN | N Parameter: 12.80 sN Parameter: 0.63 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 Ph3P=CH-CO2Et | dichloromethane | N Parameter: 12.79 sN Parameter: 0.77 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 Desoxy Breslow intermediate 2c' | THF | N Parameter: 12.75 sN Parameter: 0.71 | | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 DOI: 10.1002/anie.201202327 |
 bromite (in water) | water | N Parameter: 12.75 sN Parameter: 0.59 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 acetate (in 90A10W) | aq acetone | N Parameter: 12.71 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 dimethylsulfide (in MeCN) | MeCN | N Parameter: 12.70 sN Parameter: 0.72 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 threonine (anionic, in water) | water | N Parameter: 12.69 sN Parameter: 0.60 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 2,2,2-trifluoroethanolate (in water) | water | N Parameter: 12.66 sN Parameter: 0.59 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 aniline (in MeCN) | MeCN | N Parameter: 12.64 sN Parameter: 0.68 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 ethanolamine (in water) | water | N Parameter: 12.61 sN Parameter: 0.58 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 dimethylselenide (in CH2Cl2) | dichloromethane | N Parameter: 12.60 sN Parameter: 0.72 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 tris(4-chlorophenyl)phosphane | dichloromethane | N Parameter: 12.58 sN Parameter: 0.65 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 5-(trimethylsiloxy)-2,3-dihydrofuran | dichloromethane | N Parameter: 12.56 sN Parameter: 0.70 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 (5-methyl-furan-2-yl)(1,1,1-tris(methoxy)ethane)borate | MeCN | N Parameter: 12.55 sN Parameter: 0.92 | | Chem. Sci. 2012, 3, 878-882 DOI: 10.1039/c2sc00883a |
 1-(1-cyclohexenyl)-4-methylpiperazine | dichloromethane | N Parameter: 12.51 sN Parameter: 0.80 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 anion of phenylnitromethane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 12.51 sN Parameter: 0.67 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 acetate (in 80A20W) | aq acetone | N Parameter: 12.50 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 benzohydrazide (in MeCN) | MeCN | N Parameter: 12.49 sN Parameter: 0.66 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 2-pyridone anion (in water) | water | N Parameter: 12.47 sN Parameter: 0.52 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 DOI: 10.1021/ja106962u |
 1,3-dimethylimidazolidin-2-imine | dichloromethane | N Parameter: 12.46 sN Parameter: 0.87 | | ChemCatChem 2012, 4, 993-999 DOI: 10.1002/cctc.201200143 |
 borane-DMAP-complex | dichloromethane | N Parameter: 12.44 sN Parameter: 0.76 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethylhydrazine (in MeCN) | MeCN | N Parameter: 12.43 sN Parameter: 0.75 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 DOI: 10.1002/anie.201107315 |
 ditert-butyl-phenylphosphane | dichloromethane | N Parameter: 12.40 sN Parameter: 0.55 | | Chem. Eur. J. 2017, 23, 7422-7427 DOI: 10.1002/chem.201701080 |
 4-pyrrolidinopyridine (in H2O) | water | N Parameter: 12.39 sN Parameter: 0.66 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 tert-butylamine (in MeCN) | MeCN | N Parameter: 12.35 sN Parameter: 0.72 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 anion of 5-(p-anisyl) Meldrum's acid (in DMSO) | DMSO | N Parameter: 12.35 sN Parameter: 0.90 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN) | MeCN | N Parameter: 12.34 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 DOI: 10.1021/ja401106x |
 dimethylsulfide (in CH2Cl2) | dichloromethane | N Parameter: 12.32 sN Parameter: 0.72 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Parameter: 12.31 sN Parameter: 0.77 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 propargylamine (in water) | water | N Parameter: 12.29 sN Parameter: 0.59 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 glycineamide (in water) | water | N Parameter: 12.29 sN Parameter: 0.58 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 Ph3P=CH-CN | dichloromethane | N Parameter: 12.29 sN Parameter: 0.75 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 fluoride (in 90% aq MeCN) | water-MeCN mix | N Parameter: 12.27 sN Parameter: 0.59 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 (Z)-1-(N-morpholino)propene | dichloromethane | N Parameter: 12.26 sN Parameter: 0.80 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 glycylglycylglycine (anionic, in water) | water | N Parameter: 12.26 sN Parameter: 0.63 | | Org. Biomol. Chem. 2007, 5, 3814-3820 DOI: 10.1039/b713778h |
 (E)-1-styrylpyrrolidine (in CH2Cl2) | dichloromethane | N Parameter: 12.26 sN Parameter: 0.93 | | J. Am. Chem. Soc. 2014, 136, 14263-14269 DOI: 10.1021/ja508065e |
 hydroxylamine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 12.23 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 Ph3P=CH-CO2Et (in DMSO) | DMSO | N Parameter: 12.21 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 bromide (in 20% aq MeCN) | water-MeCN mix | N Parameter: 12.20 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 anion of 2-nitropropane (in 91M9AN) | MeOH-MeCN mix | N Parameter: 12.20 sN Parameter: 0.71 | | Eur. J. Org. Chem. 2006, , 2530-2537 DOI: 10.1002/ejoc.200500769 |
 4-aminopyridine (in H2O) | water | N Parameter: 12.19 sN Parameter: 0.66 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 2,2,2-trifluoroethylamine (in DMSO) | DMSO | N Parameter: 12.15 sN Parameter: 0.65 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 thiocyanate (in MeCN) | MeCN | N Parameter: 12.13 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2003, 125, 14126-14132 DOI: 10.1021/ja037317u |
 tetrahydroborate ion (in water) | water | N Parameter: 12.10 sN Parameter: 0.79 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 guanosine anion (in water) | water | N Parameter: 12.09 sN Parameter: 0.52 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 methyl glycinate (in water) | water | N Parameter: 12.08 sN Parameter: 0.60 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 (E)-1-(N-morpholino)propene | dichloromethane | N Parameter: 12.06 sN Parameter: 0.80 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 anion of Meldrum's acid (in water) | water | N Parameter: 12.06 sN Parameter: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 anion of nitromethane (in water) | water | N Parameter: 12.06 sN Parameter: 0.53 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 anion of phenylnitromethane (in H2O) | water | N Parameter: 12.05 sN Parameter: 0.53 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 1-methyl-4-(N-morpholino)tetrahydropyridine | dichloromethane | N Parameter: 12.03 sN Parameter: 0.80 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 (S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine | MeCN | N Parameter: 12.03 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Parameter: 12.02 sN Parameter: 1.17 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 chloride (in 50% aq MeCN) | water-MeCN mix | N Parameter: 12.00 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 chloride (in 60% aq MeCN) | water-MeCN mix | N Parameter: 12.00 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 isopropylamine (in water) | water | N Parameter: 12.00 sN Parameter: 0.56 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 (E)-1-(2-(4-methoxyphenyl)-1-phenylvinyl)pyrrolidine (in MeCN) | MeCN | N Parameter: 11.99 sN Parameter: 0.84 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 (4-Br-C6H4)-(CO)-CH=SMe2 | dichloromethane | N Parameter: 11.95 sN Parameter: 0.76 | | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 DOI: 10.1002/anie.200900933 |
 tetrahydrothiopyran (in CH2Cl2) | dichloromethane | N Parameter: 11.94 sN Parameter: 0.75 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 1-methyl-imidazole (in MeCN) | MeCN | N Parameter: 11.90 sN Parameter: 0.73 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 Me2 Imd boronate | dichloromethane | N Parameter: 11.88 sN Parameter: 0.71 | | Org. Lett. 2012, 14, 82-85 DOI: 10.1021/ol202836p |
 dibutylsulfide (in CH2Cl2) | dichloromethane | N Parameter: 11.86 sN Parameter: 0.74 | | Chem. Eur. J. 2021, 21, 11367-11376 DOI: 10.1002/chem.202100977 |
 lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate | MeCN | N Parameter: 11.85 sN Parameter: 0.72 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 chloride (in 50% aq EtOH) | water-EtOH mix | N Parameter: 11.80 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 4-methyl-imidazole (in MeCN) | MeCN | N Parameter: 11.79 sN Parameter: 0.77 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 anion of dimedone (in water) | water | N Parameter: 11.77 sN Parameter: 0.63 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 DOI: 10.1021/ja036838e |
 (E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2) | dichloromethane | N Parameter: 11.77 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2014, 136, 14263-14269 DOI: 10.1021/ja508065e |
 2-methyl-imidazole (in MeCN) | MeCN | N Parameter: 11.74 sN Parameter: 0.76 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 1,1-dimethylhydrazine (in MeCN) | MeCN | N Parameter: 11.72 sN Parameter: 0.73 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 DOI: 10.1002/anie.201107315 |
 bromide (in H2O) | water | N Parameter: 11.70 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 bromide (in CF3CH2OH) | TFE | N Parameter: 11.70 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 4-chloropyridine (in CH2Cl2) | dichloromethane | N Parameter: 11.70 sN Parameter: 0.67 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 (E)-1-(1,2-diphenylvinyl)pyrrolidine (in MeCN) | MeCN | N Parameter: 11.66 sN Parameter: 0.82 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 (E)-4-styrylmorpholine | MeCN | N Parameter: 11.66 sN Parameter: 0.83 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 3-ethyl-2,4-dimethylpyrrole | MeCN | N Parameter: 11.63 sN Parameter: 0.95 | | Eur. J. Org. Chem. 2008, , 2369-2374 DOI: 10.1002/ejoc.200800092 |
 guanine anion (in water) | water | N Parameter: 11.63 sN Parameter: 0.59 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 4-methyl-quinoline alias lepidine (in MeCN) | MeCN | N Parameter: 11.60 sN Parameter: 0.62 | | J. Org. Chem. 2009, 74, 7157-7164 DOI: 10.1021/jo901670w |
 nicotine (in MeCN) | MeCN | N Parameter: 11.60 sN Parameter: 0.81 | | J. Phys. Org. Chem. 2016, 29, 759-767 DOI: 10.1002/poc.3580 |
 alpha-(N-piperidino)styrene (in MeCN) | MeCN | N Parameter: 11.60 sN Parameter: 0.80 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 imidazole (in DMSO) | DMSO | N Parameter: 11.58 sN Parameter: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 anion of 5-phenyl Meldrum's acid (in DMSO) | DMSO | N Parameter: 11.54 sN Parameter: 0.95 | | Eur. J. Org. Chem. 2016, , 1841-1848 DOI: 10.1002/ejoc.201600107 |
 NaBH3(CN) (in DMSO) | DMSO | N Parameter: 11.52 sN Parameter: 0.67 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 benzotriazole anion (in water) | water | N Parameter: 11.52 sN Parameter: 0.67 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 2,4-dimethyl-imidazole (in MeCN) | MeCN | N Parameter: 11.51 sN Parameter: 0.84 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran | dichloromethane | N Parameter: 11.50 sN Parameter: 0.91 | | Eur. J. Org. Chem. 2004, , 2791-2796 DOI: 10.1002/ejoc.200400134 |
 3-methylpyridine (in MeCN) | MeCN | N Parameter: 11.50 sN Parameter: 0.80 | | J. Phys. Org. Chem. 2016, 29, 759-767 DOI: 10.1002/poc.3580 |
 imidazole (in MeCN) | MeCN | N Parameter: 11.47 sN Parameter: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 4-methoxypyridine (in H2O) | water | N Parameter: 11.44 sN Parameter: 0.68 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 1-(trimethylsilyl)-imidazole (in MeCN) | MeCN | N Parameter: 11.43 sN Parameter: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 Desoxy Breslow intermediate 2b' | THF | N Parameter: 11.42 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 DOI: 10.1002/anie.201202327 |
 hydroxylamine (in water) | water | N Parameter: 11.41 sN Parameter: 0.55 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 1-(N-morpholino)cyclohexene | dichloromethane | N Parameter: 11.40 sN Parameter: 0.83 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 fluoride (in 80% aq MeCN) | water-MeCN mix | N Parameter: 11.40 sN Parameter: 0.59 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 tert-butyl hydrazinecarboxylate (in MeCN) | MeCN | N Parameter: 11.40 sN Parameter: 0.70 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 ammonia (in MeCN) | MeCN | N Parameter: 11.39 sN Parameter: 0.69 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 4-nitro-imidazole anion (in water) | water | N Parameter: 11.37 sN Parameter: 0.53 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 N-benzyl-1,4-dihydronicotineamide (in 90W10AN) | water-MeCN mix | N Parameter: 11.35 sN Parameter: 0.66 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 2-(trifluoromethyl)pyrrolidine | MeCN | N Parameter: 11.34 sN Parameter: 0.73 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 chloride (in 20% aq MeCN) | water-MeCN mix | N Parameter: 11.31 sN Parameter: 0.58 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 1-phenyl-imidazole (in MeCN) | MeCN | N Parameter: 11.31 sN Parameter: 0.67 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 fluoride (in MeOH) | MeOH | N Parameter: 11.31 sN Parameter: 0.63 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 chloride (in 40% aq MeCN) | water-MeCN mix | N Parameter: 11.30 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 DMSO (O attack) | DMSO | N Parameter: 11.30 sN Parameter: 0.74 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 benzoate (in 90AN10W) | aq MeCN | N Parameter: 11.30 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 lithium 5,5-dimethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborinan-2-uide (in MeCN) | MeCN | N Parameter: 11.29 sN Parameter: 0.76 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 5-(triphenylsiloxy)-2,3-dihydrofuran | dichloromethane | N Parameter: 11.28 sN Parameter: 0.91 | | Eur. J. Org. Chem. 2005, , 1760-1764 DOI: 10.1002/ejoc.200400706 |
 anion of nitroethane (in water) | water | N Parameter: 11.25 sN Parameter: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate | MeCN | N Parameter: 11.23 sN Parameter: 0.77 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 11.20 sN Parameter: 0.64 | | J. Am. Chem. Soc. 2017, 139, 15324-15327 DOI: 10.1021/jacs.7b10240 |
 thymine anion (in water) | water | N Parameter: 11.17 sN Parameter: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 N-(phenylmethyl)propan-2-imine (in CH2Cl2) | dichloromethane | N Parameter: 11.13 sN Parameter: 0.73 | | Z. Naturforsch. B 2013, 68b, 693-699 DOI: 10.5560/ZNB.2013-3085 |
 4-amino-3,5-dibromo-pyridine (in MeCN) | MeCN | N Parameter: 11.11 sN Parameter: 0.75 | | J. Phys. Chem. A 2012, 116, 8494-8499 DOI: 10.1021/jp3049247 |
 4-methylpyridine (in H2O) | water | N Parameter: 11.10 sN Parameter: 0.75 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 5,6-dimethyl-benzimidazole (in DMSO) | DMSO | N Parameter: 11.08 sN Parameter: 0.71 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 2-formyl-imidazole anion (in water) | water | N Parameter: 11.07 sN Parameter: 0.50 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 semicarbazide (in water) | water | N Parameter: 11.05 sN Parameter: 0.52 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 pyridine (in H2O) | water | N Parameter: 11.05 sN Parameter: 0.73 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 borane-4-methoxypyridine-complex | dichloromethane | N Parameter: 11.01 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 5-methoxy-benzimidazole (in DMSO) | DMSO | N Parameter: 11.00 sN Parameter: 0.71 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 purine anion (in water) | water | N Parameter: 11.00 sN Parameter: 0.54 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 11.00 sN Parameter: 0.57 | | J. Am. Chem. Soc. 2022, 144, 16118-16130 DOI: 10.1021/jacs.2c06493 |
 2-methylpyridine (in MeCN) | MeCN | N Parameter: 10.98 sN Parameter: 0.66 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 10.97 sN Parameter: 0.63 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 adenine anion (in water) | water | N Parameter: 10.93 sN Parameter: 0.62 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 3-methylpyridine (in CH2Cl2) | dichloromethane | N Parameter: 10.90 sN Parameter: 0.93 | | J. Phys. Org. Chem. 2016, 29, 759-767 DOI: 10.1002/poc.3580 |
 fluoride (in 98% aq MeCN) | water-MeCN mix | N Parameter: 10.88 sN Parameter: 0.83 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 6-methoxy-quinoline (in MeCN) | MeCN | N Parameter: 10.86 sN Parameter: 0.66 | | J. Org. Chem. 2009, 74, 7157-7164 DOI: 10.1021/jo901670w |
 (S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2) | dichloromethane | N Parameter: 10.83 sN Parameter: 0.80 | | ARKIVOC 2024, (4), 202312093 DOI: 10.24820/ark.5550190.p012.093 |
 glycinenitrile (in water) | water | N Parameter: 10.80 sN Parameter: 0.61 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 saccharin anion (in MeCN) | MeCN | N Parameter: 10.78 sN Parameter: 0.89 | | J. Org. Chem. 2010, 75, 5250-5258 DOI: 10.1021/jo1009883 |
 9-methyl guanine anion (in water) | water | N Parameter: 10.77 sN Parameter: 0.65 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 (E)-beta-(N-morpholino)styrene | dichloromethane | N Parameter: 10.76 sN Parameter: 0.87 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 uracil anion (in water) | water | N Parameter: 10.75 sN Parameter: 0.53 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 1-(phenylmethylamino)cyclohexene | dichloromethane | N Parameter: 10.73 sN Parameter: 0.81 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 anion of 2-nitropropane (in water) | water | N Parameter: 10.69 sN Parameter: 0.56 | | J. Org. Chem. 2004, 69, 7565-7576 DOI: 10.1021/jo048773j |
 5-methyl-benzimidazole (in DMSO) | DMSO | N Parameter: 10.69 sN Parameter: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 NADPH (in water) | water | N Parameter: 10.68 sN Parameter: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 DOI: 10.1039/D2OB02041F |
 2,4-dimethylpyrrole | MeCN | N Parameter: 10.67 sN Parameter: 0.91 | | Eur. J. Org. Chem. 2008, , 2369-2374 DOI: 10.1002/ejoc.200800092 |
 N-benzyl-1,4-dihydronicotineamide (in 80W20AN) | water-MeCN mix | N Parameter: 10.67 sN Parameter: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (E)-4-(2-phenyl-2-(pyrrolidin-1-yl)vinyl)benzonitrile (in MeCN) | MeCN | N Parameter: 10.63 sN Parameter: 0.84 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 2-(trimethylsiloxy)-5,6-dihydro-4H-pyran | dichloromethane | N Parameter: 10.61 sN Parameter: 0.86 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 (S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine | MeCN | N Parameter: 10.56 sN Parameter: 1.01 | | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 DOI: 10.1002/anie.201201240 |
 quinidine | dichloromethane | N Parameter: 10.54 sN Parameter: 0.74 | | J. Org. Chem. 2009, 74, 7157-7164 DOI: 10.1021/jo901670w |
 2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN) | MeCN | N Parameter: 10.52 sN Parameter: 0.78 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 DOI: 10.1021/ja401106x |
 2-methylpyridine (in CH2Cl2) | dichloromethane | N Parameter: 10.52 sN Parameter: 0.78 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 4-chloropyridine (in H2O) | water | N Parameter: 10.50 sN Parameter: 0.73 | | Chem. Eur. J. 2007, 13, 336-345 DOI: 10.1002/chem.200600941 |
 benzimidazole (in DMSO) | DMSO | N Parameter: 10.50 sN Parameter: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 diazomethane | dichloromethane | N Parameter: 10.48 sN Parameter: 0.78 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 tert-butylamine (in water) | water | N Parameter: 10.48 sN Parameter: 0.65 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 OH- (in water) | water | N Parameter: 10.47 sN Parameter: 0.61 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 quinine | dichloromethane | N Parameter: 10.46 sN Parameter: 0.75 | | J. Org. Chem. 2009, 74, 7157-7164 DOI: 10.1021/jo901670w |
 borane-4-tBu-pyridine-complex | dichloromethane | N Parameter: 10.46 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 MeO-Breslow 1b | THF | N Parameter: 10.45 sN Parameter: 0.81 | | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 DOI: 10.1002/anie.201204524 |
 (E)-1-(2-(4-nitrophenyl)-1-phenylvinyl)pyrrolidine (in MeCN) | MeCN | N Parameter: 10.42 sN Parameter: 0.82 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 imidazole (in 91M9AN) | MeOH-MeCN mix | N Parameter: 10.41 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 nicotine (in CH2Cl2) | dichloromethane | N Parameter: 10.40 sN Parameter: 1.04 | | J. Phys. Org. Chem. 2016, 29, 759-767 DOI: 10.1002/poc.3580 |
 1,1-bis(trimethylsiloxy)propene | dichloromethane | N Parameter: 10.38 sN Parameter: 0.87 | | Eur. J. Org. Chem. 2004, , 2791-2796 DOI: 10.1002/ejoc.200400134 |
 1-methyl-benzimidazole (in MeCN) | MeCN | N Parameter: 10.37 sN Parameter: 0.82 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 NADH (in water) | water | N Parameter: 10.37 sN Parameter: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 DOI: 10.1039/D2OB02041F |
 tributyl phosphite | dichloromethane | N Parameter: 10.36 sN Parameter: 0.70 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 formohydrazide (in MeCN) | MeCN | N Parameter: 10.35 sN Parameter: 0.76 | | J. Org. Chem. 2012, 77, 8142-8155 DOI: 10.1021/jo301497g |
 borane-2,6-lutidine-complex | dichloromethane | N Parameter: 10.33 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1-butoxy-1-(t-butyl-dimethylsiloxy)ethene | dichloromethane | N Parameter: 10.32 sN Parameter: 0.79 | | Eur. J. Org. Chem. 2004, , 2791-2796 DOI: 10.1002/ejoc.200400134 |
 chloride (in CF3CH2OH) | TFE | N Parameter: 10.30 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 alpha-(N-morpholino)styrene (in MeCN) | MeCN | N Parameter: 10.30 sN Parameter: 0.80 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 Ph3P=CH-C(O)Me (in MeCN) | MeCN | N Parameter: 10.27 sN Parameter: 0.83 | | J. Am. Chem. Soc. 2016, 138, 11272-11281 DOI: 10.1021/jacs.6b06264 |
 1-butoxy-1-(trimethylsiloxy)ethene | dichloromethane | N Parameter: 10.21 sN Parameter: 0.82 | | Eur. J. Org. Chem. 2004, , 2791-2796 DOI: 10.1002/ejoc.200400134 |
 2,5-dimethyl-benzimidazole (in DMSO) | DMSO | N Parameter: 10.21 sN Parameter: 0.85 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 2,2,2-trifluoroethylamine (in 91M9AN) | MeOH-MeCN mix | N Parameter: 10.20 sN Parameter: 0.92 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 2-methyl-4,5-dihydrothiazole (in CH2Cl2) | dichloromethane | N Parameter: 10.20 sN Parameter: 0.71 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 OH- (in 50/50 water/MeCN) | water-MeCN mix | N Parameter: 10.19 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 N-benzyl-1,4-dihydronicotineamide (in 67W33AN) | water-MeCN mix | N Parameter: 10.19 sN Parameter: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2) | dichloromethane | N Parameter: 10.19 sN Parameter: 1.06 | | J. Am. Chem. Soc. 2014, 136, 14263-14269 DOI: 10.1021/ja508065e |
 2-(p-tolyl)-1,3-dimethyl-benzimidazoline | MeCN | N Parameter: 10.14 sN Parameter: 0.70 | | Chem. Asian J. 2009, 4, 1824-1829 DOI: 10.1002/asia.200900322 |
 2,2,2-trifluoroethylamine (in MeCN) | MeCN | N Parameter: 10.13 sN Parameter: 0.75 | | Eur. J. Org. Chem. 2009, , 6379-6385 DOI: 10.1002/ejoc.200900925 |
 lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate | MeCN | N Parameter: 10.13 sN Parameter: 0.91 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 chloride (in H2O) | water | N Parameter: 10.10 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
 theophylline anion (in water) | water | N Parameter: 10.06 sN Parameter: 0.71 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 morpholinoisobutylene | dichloromethane | N Parameter: 10.04 sN Parameter: 0.82 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 [H-B(C6F5)3]- [NEt4]+ | MeCN | N Parameter: 10.04 sN Parameter: 0.73 | | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 DOI: 10.1002/anie.201507298 |
 1-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)ethanone (in CH2Cl2) | dichloromethane | N Parameter: 10.03 sN Parameter: 0.75 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 2-methyl-benzimidazole (in DMSO) | DMSO | N Parameter: 10.02 sN Parameter: 0.85 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 2-(p-anisyl)-1,3-dimethyl-benzimidazoline | MeCN | N Parameter: 10.01 sN Parameter: 0.72 | | Chem. Asian J. 2009, 4, 1824-1829 DOI: 10.1002/asia.200900322 |
 borane-pyridine-complex | dichloromethane | N Parameter: 10.01 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 cyanoborate ion (in water) | water | N Parameter: 9.99 sN Parameter: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 DOI: 10.1039/D2OB02041F |
 tributylstannane | dichloromethane | N Parameter: 9.96 sN Parameter: 0.55 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 alpha-(N-morpholino)styrene | dichloromethane | N Parameter: 9.96 sN Parameter: 0.79 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 (E)-1-(1,2-diphenylvinyl)piperidine (in MeCN) | MeCN | N Parameter: 9.94 sN Parameter: 0.86 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 1-methyl-imidazole (in water) | water | N Parameter: 9.91 sN Parameter: 0.55 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 (S)-2-(azidodiphenylmethyl)pyrrolidine | MeCN | N Parameter: 9.90 sN Parameter: 1.22 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 2,6-dimethylpyridine (in CH2Cl2) | dichloromethane | N Parameter: 9.87 sN Parameter: 0.68 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 1,1-diethoxyethene | dichloromethane | N Parameter: 9.81 sN Parameter: 0.81 | | Eur. J. Org. Chem. 2004, , 2791-2796 DOI: 10.1002/ejoc.200400134 |
 2-methyl-4,5-dihydro-1,3-oxazole (in CH2Cl2) | dichloromethane | N Parameter: 9.81 sN Parameter: 0.77 | | Eur. J. Org. Chem. 2013, , 3369-3377 DOI: 10.1002/ejoc.201300213 |
 N-benzyl-1,4-dihydronicotineamide (in MeCN) | MeCN | N Parameter: 9.80 sN Parameter: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 N-benzyl-1,4-dihydronicotineamide (in 50W50AN) | water-MeCN mix | N Parameter: 9.79 sN Parameter: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 fluoride (in 60% aq MeCN) | water-MeCN mix | N Parameter: 9.75 sN Parameter: 0.63 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 2-phenyl-1,3-dimethyl-benzimidazoline | MeCN | N Parameter: 9.72 sN Parameter: 0.72 | | Chem. Asian J. 2009, 4, 1824-1829 DOI: 10.1002/asia.200900322 |
 (E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN) | MeCN | N Parameter: 9.64 sN Parameter: 0.70 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 imidazole (in water) | water | N Parameter: 9.63 sN Parameter: 0.57 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 dipp Imd boronate | dichloromethane | N Parameter: 9.55 sN Parameter: 0.81 | | Org. Lett. 2012, 14, 82-85 DOI: 10.1021/ol202836p |
 potassium trifluoro(1-methyl-1H-indol-2-yl)borate | MeCN | N Parameter: 9.55 sN Parameter: 1.16 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 Ph3P=CH-COPh | dichloromethane | N Parameter: 9.54 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2009, 131, 704-714 DOI: 10.1021/ja8056216 |
 N-phenylpropan-2-imine (in CH2Cl2) | dichloromethane | N Parameter: 9.53 sN Parameter: 0.85 | | Z. Naturforsch. B 2013, 68b, 693-699 DOI: 10.5560/ZNB.2013-3085 |
 lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 9.49 sN Parameter: 0.82 | | J. Am. Chem. Soc. 2017, 139, 15324-15327 DOI: 10.1021/jacs.7b10240 |
 ammonia (in water) | water | N Parameter: 9.48 sN Parameter: 0.59 | | J. Org. Chem. 2007, 72, 3679-3688 DOI: 10.1021/jo062586z |
 2-methyl-imidazole (in water) | water | N Parameter: 9.45 sN Parameter: 0.54 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 ethyl (E)-3-(dimethylamino)acrylate | dichloromethane | N Parameter: 9.43 sN Parameter: 0.80 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 2,4,6-trimethylpyridine (in MeCN) | MeCN | N Parameter: 9.39 sN Parameter: 0.60 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN) | MeCN | N Parameter: 9.38 sN Parameter: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 phenyldiazomethane | dichloromethane | N Parameter: 9.35 sN Parameter: 0.83 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 2,4,6-trimethylpyridine (in CH2Cl2) | dichloromethane | N Parameter: 9.34 sN Parameter: 0.71 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN) | MeCN | N Parameter: 9.25 sN Parameter: 0.84 | | Chem. Commun. 2023, 59, 8091-8084 DOI: 10.1039/d3cc01912h |
 (E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN) | MeCN | N Parameter: 9.23 sN Parameter: 0.74 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 2-tritylpyrrolidine | MeCN | N Parameter: 9.16 sN Parameter: 1.39 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 borane-N-ethyl-N-isopropylaniline-complex | dichloromethane | N Parameter: 9.12 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN) | MeCN | N Parameter: 9.11 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 DOI: 10.1021/ja401106x |
 2,6-dimethylpyridine (in MeCN) | MeCN | N Parameter: 9.11 sN Parameter: 0.69 | | Synthesis 2017, 49, 3495-3504 DOI: 10.1055/s-0036-1590504 |
 tetrakis(5-methyl-furan-2-yl)borate | MeCN | N Parameter: 9.09 sN Parameter: 1.12 | | Chem. Sci. 2012, 3, 878-882 DOI: 10.1039/c2sc00883a |
 Ph3P=CH-CHO (in MeCN) | MeCN | N Parameter: 9.09 sN Parameter: 0.74 | | J. Am. Chem. Soc. 2016, 138, 11272-11281 DOI: 10.1021/jacs.6b06264 |
 trimethyl phosphite (in 91M9AN) | MeOH-MeCN mix | N Parameter: 9.04 sN Parameter: 0.70 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 DOI: 10.1002/anie.200600542 |
 1-methoxy-2-methyl-1-(trimethylsiloxy)propene | dichloromethane | N Parameter: 9.00 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 Hantzsch ester | dichloromethane | N Parameter: 9.00 sN Parameter: 0.90 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 (trimethylsilyl)diazomethane | dichloromethane | N Parameter: 8.97 sN Parameter: 0.75 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 8.92 sN Parameter: 0.70 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 borane-triethylamine-complex | dichloromethane | N Parameter: 8.90 sN Parameter: 0.75 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 (p-bromophenyl)diazomethane | dichloromethane | N Parameter: 8.87 sN Parameter: 0.82 | | J. Am. Chem. Soc. 2018, 140, 16758-16772 DOI: 10.1021/jacs.8b09995 |
 borane-N,N-diisopropylaniline-complex | dichloromethane | N Parameter: 8.84 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 N-phenylcyclohexanimine (in CH2Cl2) | dichloromethane | N Parameter: 8.80 sN Parameter: 1.00 | | Z. Naturforsch. B 2013, 68b, 693-699 DOI: 10.5560/ZNB.2013-3085 |
 (E)-4-(1,2-diphenylvinyl)morpholine (in MeCN) | MeCN | N Parameter: 8.78 sN Parameter: 0.83 | | Chem. Eur. J. 2018, 24, 5901-5910 DOI: 10.1002/chem.201705962 |
 potassium trifluoro(1-methyl-1H-indol-5-yl)borate | MeCN | N Parameter: 8.77 sN Parameter: 1.09 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 (2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one | MeCN | N Parameter: 8.76 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 2-(4-(trifluoromethyl)phenyl)-1,3-dimethyl-benzimidazoline (in MeCN) | MeCN | N Parameter: 8.74 sN Parameter: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 8.71 sN Parameter: 0.80 | | J. Am. Chem. Soc. 2017, 139, 15324-15327 DOI: 10.1021/jacs.7b10240 |
 1,2,5-trimethylpyrrole | MeCN | N Parameter: 8.69 sN Parameter: 1.07 | | Eur. J. Org. Chem. 2008, , 2369-2374 DOI: 10.1002/ejoc.200800092 |
 N-benzyl-1,4-dihydronicotineamide | dichloromethane | N Parameter: 8.67 sN Parameter: 0.82 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 N-methyl-1-phenylmethanimine (in CH2Cl2) | dichloromethane | N Parameter: 8.60 sN Parameter: 0.77 | | Z. Naturforsch. B 2013, 68b, 693-699 DOI: 10.5560/ZNB.2013-3085 |
 Danishefskys diene | dichloromethane | N Parameter: 8.57 sN Parameter: 0.84 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 8.56 sN Parameter: 0.76 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 tris(2-methylphenyl)phosphane | dichloromethane | N Parameter: 8.56 sN Parameter: 0.70 | | Chem. Eur. J. 2017, 23, 7422-7427 DOI: 10.1002/chem.201701080 |
 1-methyl uracil anion (in water) | water | N Parameter: 8.54 sN Parameter: 0.77 | | Chem. Eur. J. 2012, 18, 127-137 DOI: 10.1002/chem.201102411 |
 borane-N,N-diethylaniline-complex | dichloromethane | N Parameter: 8.53 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 ethyl (E)-3-(N-morpholino)acrylate | dichloromethane | N Parameter: 8.52 sN Parameter: 0.80 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 (2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II) | dichloromethane | N Parameter: 8.45 sN Parameter: 0.83 | | Helv. Chim. Acta 2005, 88, 1754-1768 DOI: 10.1002/hlca.200590137 |
 2-(4-nitrophenyl)-1,3-dimethyl-benzimidazoline (in MeCN) | MeCN | N Parameter: 8.36 sN Parameter: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN) | MeCN | N Parameter: 8.30 sN Parameter: 0.84 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 1-phenoxy-1-(trimethylsiloxy)ethene | dichloromethane | N Parameter: 8.23 sN Parameter: 0.81 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 HFe(CO)2Cp* | dichloromethane | N Parameter: 8.20 sN Parameter: 0.69 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran | dichloromethane | N Parameter: 8.16 sN Parameter: 0.67 | | Eur. J. Org. Chem. 2005, , 1760-1764 DOI: 10.1002/ejoc.200400706 |
 lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate | MeCN | N Parameter: 8.13 sN Parameter: 0.85 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 (E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Parameter: 8.13 sN Parameter: 0.97 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 (E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN) | MeCN | N Parameter: 8.12 sN Parameter: 0.88 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 N-(p-anisyl)-1,4-dihydronicotineamide | dichloromethane | N Parameter: 8.11 sN Parameter: 0.92 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 fluoride (in 10 % aq MeCN) | water-MeCN mix | N Parameter: 8.05 sN Parameter: 0.64 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate | MeCN | N Parameter: 8.02 sN Parameter: 0.89 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 2,5-dimethylpyrrole | MeCN | N Parameter: 8.01 sN Parameter: 0.96 | | Eur. J. Org. Chem. 2008, , 2369-2374 DOI: 10.1002/ejoc.200800092 |
 chloride (in hexafluoroisopropanol) | HFIP | N Parameter: 8.00 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 DOI: 10.1021/ja045562n |
HRu(CO)2Cp* | dichloromethane | N Parameter: 8.00 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Parameter: 7.99 sN Parameter: 0.98 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2) | dichloromethane | N Parameter: 7.98 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2016, 138, 10304-10313 DOI: 10.1021/jacs.6b05768 |
 borane-trimethylamine-complex | dichloromethane | N Parameter: 7.97 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one | MeCN | N Parameter: 7.92 sN Parameter: 1.07 | | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 DOI: 10.1002/anie.201201240 |
 (E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN) | MeCN | N Parameter: 7.92 sN Parameter: 0.73 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2) | dichloromethane | N Parameter: 7.90 sN Parameter: 0.76 | | Z. Naturforsch. B 2013, 68b, 693-699 DOI: 10.5560/ZNB.2013-3085 |
 N-methylenepyrrolidin-1-amine (in CH2Cl2) | dichloromethane | N Parameter: 7.84 sN Parameter: 0.89 | | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 DOI: 10.1002/anie.201305092 |
trans-HMo(CO)2(PMe3)Cp | dichloromethane | N Parameter: 7.80 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 6-(julolidin-9-yl)fulvene | MeCN | N Parameter: 7.79 sN Parameter: 1.06 | | Eur. J. Org. Chem. 2009, , 1202-1206 DOI: 10.1002/ejoc.200801099 |
 (E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN) | MeCN | N Parameter: 7.79 sN Parameter: 0.87 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 1-methyl-benzotriazole (in MeCN) | MeCN | N Parameter: 7.77 sN Parameter: 0.76 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN) | MeCN | N Parameter: 7.74 sN Parameter: 0.87 | | Chem. Commun. 2023, 59, 8091-8084 DOI: 10.1039/d3cc01912h |
 lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 7.72 sN Parameter: 0.75 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 fluoride (in water) | water | N Parameter: 7.70 sN Parameter: 0.66 | | J. Org. Chem. 2012, 77, 3325-3335 DOI: 10.1021/jo300141z |
 benzotriazole (in MeCN) | MeCN | N Parameter: 7.69 sN Parameter: 0.76 | | Org. Biomol. Chem. 2010, 8, 1929-1935 DOI: 10.1039/c000965b |
 N-(p-tolyl)-1,4-dihydronicotineamide | dichloromethane | N Parameter: 7.68 sN Parameter: 0.95 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 lithium 2-ethyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 7.68 sN Parameter: 0.78 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 lithium bis(5-methylthiophen-2-yl)pinacolborate | MeCN | N Parameter: 7.67 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 (5-methyl-furan-2-yl) trifluoroborate | MeCN | N Parameter: 7.66 sN Parameter: 1.04 | | Chem. Sci. 2012, 3, 878-882 DOI: 10.1039/c2sc00883a |
 (p-cyanophenyl)diazomethane | dichloromethane | N Parameter: 7.66 sN Parameter: 0.80 | | J. Am. Chem. Soc. 2018, 140, 16758-16772 DOI: 10.1021/jacs.8b09995 |
 methanol | MeOH | N Parameter: 7.54 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 N-phenyl-1,4-dihydronicotineamide | dichloromethane | N Parameter: 7.53 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate | MeCN | N Parameter: 7.51 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 bromoborane-triethylamine-complex | dichloromethane | N Parameter: 7.49 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (2-methylallyl)tributylstannane | dichloromethane | N Parameter: 7.48 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 7.46 sN Parameter: 0.76 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 91% methanol/9% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 7.45 sN Parameter: 0.87 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 ethanol | EtOH | N Parameter: 7.44 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 (2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one | MeCN | N Parameter: 7.39 sN Parameter: 1.00 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 potassium trifluoro(3-methoxy-thiophen-2-yl)borate | MeCN | N Parameter: 7.32 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 3-(trimethylsiloxy)-1H-indene (in MeCN) | MeCN | N Parameter: 7.32 sN Parameter: 0.82 | | Synthesis 2019, 51, 1157-1170 DOI: 10.1055/s-0037-1611634 |
 5-methoxy-2-methylindole | MeCN | N Parameter: 7.26 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate | MeCN | N Parameter: 7.24 sN Parameter: 0.83 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 2-(trimethylsiloxy)furan | dichloromethane | N Parameter: 7.22 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 5-amino-indole | MeCN | N Parameter: 7.22 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 2,5-dimethylindole | MeCN | N Parameter: 7.22 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 80% methanol/20% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 7.20 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 (S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one | MeCN | N Parameter: 7.20 sN Parameter: 1.14 | | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 DOI: 10.1002/anie.201201240 |
 (p-nitrophenyl)diazomethane | dichloromethane | N Parameter: 7.17 sN Parameter: 0.83 | | J. Am. Chem. Soc. 2018, 140, 16758-16772 DOI: 10.1021/jacs.8b09995 |
 5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Parameter: 7.15 sN Parameter: 0.81 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 7.15 sN Parameter: 0.77 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 ethanol (in MeCN) | MeCN | N Parameter: 7.13 sN Parameter: 0.71 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 91% ethanol/9% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 7.10 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate | MeCN | N Parameter: 7.10 sN Parameter: 1.18 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 (E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN) | MeCN | N Parameter: 7.10 sN Parameter: 0.82 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 N-(1-(4-methoxyphenyl)vinyl)acetamide | MeCN | N Parameter: 7.06 sN Parameter: 0.85 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 N-(cyclopent-1-en-1-yl)acetamide | MeCN | N Parameter: 7.06 sN Parameter: 0.87 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2) | dichloromethane | N Parameter: 7.06 sN Parameter: 1.11 | | Chem. Commun. 2023, 59, 8091-8084 DOI: 10.1039/d3cc01912h |
 91% n-propanol/9% MeCN (v/v) | nPrOH-MeCN mix | N Parameter: 7.05 sN Parameter: 0.80 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 10% water/90%EtOH (v/v) | water-EtOH mix | N Parameter: 7.03 sN Parameter: 0.86 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 67% methanol/33% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 7.01 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 1,1-dimethyl-2-methylenehydrazine (in CH2Cl2) | dichloromethane | N Parameter: 6.98 sN Parameter: 0.85 | | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 DOI: 10.1002/anie.201305092 |
 lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate | MeCN | N Parameter: 6.98 sN Parameter: 0.93 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 80% ethanol/20% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.94 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 2-methylindole | MeCN | N Parameter: 6.91 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 Dimethyl bis(indenyl)zirconium(IV) | dichloromethane | N Parameter: 6.89 sN Parameter: 1.00 | | Chem. Eur. J. 2016, 22, 11196-11200 DOI: 10.1002/chem.201602452 |
 methanol (in MeCN) | MeCN | N Parameter: 6.86 sN Parameter: 0.73 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 potassium trifluoro(furan-3-yl)borate | MeCN | N Parameter: 6.83 sN Parameter: 0.93 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 isopropanol (in MeCN) | MeCN | N Parameter: 6.82 sN Parameter: 0.70 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 (allyl)dicarbonyl(cyclopentadienyl)iron(II) | dichloromethane | N Parameter: 6.78 sN Parameter: 0.95 | | Helv. Chim. Acta 2005, 88, 1754-1768 DOI: 10.1002/hlca.200590137 |
 1-(trimethylsiloxy)cyclooctene | dichloromethane | N Parameter: 6.77 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate | MeCN | N Parameter: 6.77 sN Parameter: 0.88 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 67% ethanol/33% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.74 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 6-(4-dimethylamino-phenyl)fulvene | MeCN | N Parameter: 6.72 sN Parameter: 0.87 | | Eur. J. Org. Chem. 2009, , 1202-1206 DOI: 10.1002/ejoc.200801099 |
 20% water/80%EtOH (v/v) | water-EtOH mix | N Parameter: 6.68 sN Parameter: 0.85 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 (1H-inden-1-yl)trimethylstannane (in CH2Cl2) | dichloromethane | N Parameter: 6.68 sN Parameter: 0.81 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 50% methanol/50% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 6.67 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 azulene | MeCN | N Parameter: 6.66 sN Parameter: 1.02 | | Eur. J. Org. Chem. 2009, , 1202-1206 DOI: 10.1002/ejoc.200801099 |
 lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 6.63 sN Parameter: 0.75 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 1-(trimethylsiloxy)cycloheptene | dichloromethane | N Parameter: 6.62 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
trans-HMo(CO)2(PPh3)Cp | dichloromethane | N Parameter: 6.60 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1-(trimethylsiloxy)cyclopentene | dichloromethane | N Parameter: 6.57 sN Parameter: 0.93 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 N-(1-(p-tolyl)vinyl)acetamide | MeCN | N Parameter: 6.57 sN Parameter: 0.91 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 1,2-dimethylindole | dichloromethane | N Parameter: 6.54 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 dimethyl((trimethylstannyl)methyl)silane | dichloromethane | N Parameter: 6.53 sN Parameter: 0.58 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
trans-HMo(CO)2(PCy3)Cp | dichloromethane | N Parameter: 6.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate | MeCN | N Parameter: 6.50 sN Parameter: 0.77 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 91% propan-2-ol/9% MeCN (v/v) | iPrOH-MeCN mix | N Parameter: 6.49 sN Parameter: 0.96 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 (E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN) | MeCN | N Parameter: 6.49 sN Parameter: 0.83 | | Chem. Eur. J. 2024, 30, e202302764 DOI: 10.1002/chem.202302764 |
 potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate | MeCN | N Parameter: 6.46 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 5-hydroxy-indole | MeCN | N Parameter: 6.44 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 1-(trimethylsiloxy)cyclopentene (in MeCN) | MeCN | N Parameter: 6.43 sN Parameter: 0.89 | | Chem. Asian J. 2012, 7, 1401-1407 DOI: 10.1002/asia.201101046 |
 33% methanol/67% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 6.38 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 (5-methyl-furan-2-yl) MDA boronate | MeCN | N Parameter: 6.38 sN Parameter: 0.86 | | Chem. Sci. 2012, 3, 878-882 DOI: 10.1039/c2sc00883a |
 50% ethanol/50% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.37 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Parameter: 6.30 sN Parameter: 0.78 | | Org. Lett. 2015, 17, 2614-2617 DOI: 10.1021/acs.orglett.5b00918 |
 40% water/60%EtOH (v/v) | water-EtOH mix | N Parameter: 6.28 sN Parameter: 0.87 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 N-(1-(naphthalen-2-yl)vinyl)acetamide | MeCN | N Parameter: 6.28 sN Parameter: 0.95 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate | MeCN | N Parameter: 6.24 sN Parameter: 1.00 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 1-phenyl-1-(trimethylsiloxy)ethene | dichloromethane | N Parameter: 6.22 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 5-methoxy-indole | dichloromethane | N Parameter: 6.22 sN Parameter: 1.12 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 benzyl (1-phenylvinyl)carbamate | MeCN | N Parameter: 6.21 sN Parameter: 0.87 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Parameter: 6.21 sN Parameter: 0.68 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 Dimedone iodonium ylide (in CH2Cl2) | dichloromethane | N Parameter: 6.18 sN Parameter: 0.81 | | J. Am. Chem. Soc. 2016, 138, 10304-10313 DOI: 10.1021/jacs.6b05768 |
 5-chloro-2-methylindole | MeCN | N Parameter: 6.08 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 33% ethanol/67% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.06 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 20% methanol/80% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 6.04 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 2-(tris(trimethylsilyl)siloxy)propene | dichloromethane | N Parameter: 6.04 sN Parameter: 0.82 | | Org. Lett. 2010, 12, 5206-5209 DOI: 10.1021/ol102220e |
 (S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one | MeCN | N Parameter: 6.04 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 5-methyl-indole | MeCN | N Parameter: 6.00 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 potassium trifluoro(furan-2-yl)borate | MeCN | N Parameter: 5.99 sN Parameter: 0.79 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 50% water/50%EtOH (v/v) | water-EtOH mix | N Parameter: 5.96 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 tributylgermane | dichloromethane | N Parameter: 5.92 sN Parameter: 0.73 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 N-methylpyrrole | dichloromethane | N Parameter: 5.85 sN Parameter: 1.03 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 60% water/40%EtOH (v/v) | water-EtOH mix | N Parameter: 5.81 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 (2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one | MeCN | N Parameter: 5.80 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 DOI: 10.1002/anie.201201240 |
 water (in MeCN) | MeCN | N Parameter: 5.79 sN Parameter: 0.72 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 20% water/80% acetone (v/v) | water-acetone mix | N Parameter: 5.77 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 DOI: 10.1002/anie.200353468 |
 20% ethanol/80% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 5.77 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 1-(triphenylsiloxy)cyclopentene | dichloromethane | N Parameter: 5.76 sN Parameter: 1.02 | | Eur. J. Org. Chem. 2005, , 1760-1764 DOI: 10.1002/ejoc.200400706 |
 N-methylindole | dichloromethane | N Parameter: 5.75 sN Parameter: 1.23 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 N-(1-phenylvinyl)acetamide | MeCN | N Parameter: 5.73 sN Parameter: 0.97 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 10% water/90% acetone (v/v) | water-acetone mix | N Parameter: 5.70 sN Parameter: 0.85 | | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 DOI: 10.1002/anie.200353468 |
 triphenylstannane | dichloromethane | N Parameter: 5.64 sN Parameter: 0.59 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 N-(cyclohex-1-en-1-yl)acetamide | MeCN | N Parameter: 5.64 sN Parameter: 0.79 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 2-diazoindan-1-one | dichloromethane | N Parameter: 5.61 sN Parameter: 0.65 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 N-(1-(4-chlorophenyl)vinyl)acetamide | MeCN | N Parameter: 5.60 sN Parameter: 1.00 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 Z-3-(trimethylsiloxy)pent-2-ene | dichloromethane | N Parameter: 5.58 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-(tert.butyldimethylsiloxy)propene | dichloromethane | N Parameter: 5.58 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 Indole | dichloromethane | N Parameter: 5.55 sN Parameter: 1.09 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 10% methanol/90% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 5.55 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% water/20%EtOH (v/v) | water-EtOH mix | N Parameter: 5.54 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 10-methyl-9,10-dihydroacridine | dichloromethane | N Parameter: 5.54 sN Parameter: 0.90 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate | MeCN | N Parameter: 5.53 sN Parameter: 1.00 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 DOI: 10.1002/anie.201410562 |
 triphenyl phosphite | dichloromethane | N Parameter: 5.51 sN Parameter: 0.76 | | Chem. Eur. J. 2005, 11, 917-927 DOI: 10.1002/chem.200400696 |
 5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Parameter: 5.51 sN Parameter: 0.70 | | Chem. Eur. J. 2014, 20, 11069-11077 DOI: 10.1002/chem.201403161 |
 (Cp*)2Zr(Me)2 - Dimethyl-bis(pentamethylcyclopentadienyl)zirconium | dichloromethane | N Parameter: 5.49 sN Parameter: 1.06 | | Chem. Eur. J. 2016, 22, 11196-11200 DOI: 10.1002/chem.201602452 |
 tert-butyl isocyanide | dichloromethane | N Parameter: 5.47 sN Parameter: 0.77 | | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 DOI: 10.1002/anie.200605205 |
 allyltributylstannane | dichloromethane | N Parameter: 5.46 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 N-(1-phenylvinyl)benzamide | MeCN | N Parameter: 5.44 sN Parameter: 1.00 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one | MeCN | N Parameter: 5.44 sN Parameter: 1.12 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 DOI: 10.1021/jacs.9b11877 |
 2-(trimethylsiloxy)propene | dichloromethane | N Parameter: 5.41 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 4-methoxy-indole | MeCN | N Parameter: 5.41 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 3-methyl-2-(trimethylsiloxy)but-1-ene | dichloromethane | N Parameter: 5.41 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-(triisopropylsiloxy)propene | dichloromethane | N Parameter: 5.38 sN Parameter: 0.85 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 90% water/10%EtOH (v/v) | water-EtOH mix | N Parameter: 5.38 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 2-phenyl-allyltrimethylsilane | dichloromethane | N Parameter: 5.38 sN Parameter: 0.89 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 dimethyl((trimethylgermyl)methyl)silane | dichloromethane | N Parameter: 5.36 sN Parameter: 0.62 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tert-butanol (in MeCN) | MeCN | N Parameter: 5.35 sN Parameter: 0.72 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 diphenyldiazomethane | dichloromethane | N Parameter: 5.29 sN Parameter: 0.92 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 potassium allyltrifluoroborate (in MeCN) | MeCN | N Parameter: 5.29 sN Parameter: 0.87 | | J. Am. Chem. Soc. 2017, 139, 15324-15327 DOI: 10.1021/jacs.7b10240 |
 1-(trimethylsiloxy)cyclohexene | dichloromethane | N Parameter: 5.21 sN Parameter: 1.00 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 H2O (in water) | water | N Parameter: 5.20 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
HOs(CO)2Cp* | dichloromethane | N Parameter: 5.20 sN Parameter: 0.95 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 Dimethyl 1,1'-isopropylidenezirconocene | dichloromethane | N Parameter: 5.20 sN Parameter: 1.00 | | Chem. Eur. J. 2016, 22, 11196-11200 DOI: 10.1002/chem.201602452 |
 10% ethanol/90% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 5.19 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 (Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN) | MeCN | N Parameter: 5.18 sN Parameter: 0.94 | | Synthesis 2019, 51, 1157-1170 DOI: 10.1055/s-0037-1611634 |
 91% water/9% MeCN (v/v) | water-MeCN mix | N Parameter: 5.16 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide | dichloromethane | N Parameter: 5.16 sN Parameter: 0.85 | | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 DOI: 10.1002/anie.201402055 |
 (2-methylallyl)triphenylstannane | dichloromethane | N Parameter: 5.13 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 Cp2Zr(CH2Ph)2 - Dibenzylzirconocene | dichloromethane | N Parameter: 5.10 sN Parameter: 1.03 | | Chem. Eur. J. 2016, 22, 11196-11200 DOI: 10.1002/chem.201602452 |
 1-(tris(trimethylsilyl)siloxy)cyclohexene | dichloromethane | N Parameter: 5.07 sN Parameter: 0.91 | | Org. Lett. 2010, 12, 5206-5209 DOI: 10.1021/ol102220e |
 1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN) | MeCN | N Parameter: 5.06 sN Parameter: 0.91 | | Synthesis 2019, 51, 1157-1170 DOI: 10.1055/s-0037-1611634 |
 67% water/33% MeCN (v/v) | water-MeCN mix | N Parameter: 5.05 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 50% water/50% MeCN (v/v) | water-MeCN mix | N Parameter: 5.05 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% water/20% MeCN (v/v) | water-MeCN mix | N Parameter: 5.04 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 90% water/10%TFE (v/v) | water-TFE mix | N Parameter: 5.04 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 N-vinylcarbazole | dichloromethane | N Parameter: 5.02 sN Parameter: 0.94 | | Macromolecules 2002, 35, 5454-5458 DOI: 10.1021/ma020306l |
 33% water/67% MeCN (v/v) | water-MeCN mix | N Parameter: 5.02 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 20% water/80% MeCN (v/v) | water-MeCN mix | N Parameter: 5.02 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Parameter: 4.95 sN Parameter: 0.79 | | J. Am. Chem. Soc. 2014, 136, 13863-13873 DOI: 10.1021/ja507598y |
 ethyl diazoacetate | dichloromethane | N Parameter: 4.91 sN Parameter: 0.95 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 N-(3,4-dihydronaphthalen-1-yl)acetamide | MeCN | N Parameter: 4.91 sN Parameter: 0.87 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 ((methylsilanediyl)bis(methylene))bis(trimethylsilane) | dichloromethane | N Parameter: 4.91 sN Parameter: 0.64 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 benzyl isocyanide | dichloromethane | N Parameter: 4.90 sN Parameter: 0.74 | | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 DOI: 10.1002/anie.200605205 |
HMo(Cp)(CO)3 | dichloromethane | N Parameter: 4.88 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 ((dimethylsilyl)methyl)trimethylsilane | dichloromethane | N Parameter: 4.86 sN Parameter: 0.64 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 diazocyclopentadiene (in CH2Cl2) | dichloromethane | N Parameter: 4.84 sN Parameter: 1.06 | | Synthesis 2023, 55, 354-358 DOI: 10.1055/s-0041-1737327 |
 2-(trimethylsiloxy)buta-1,3-diene | dichloromethane | N Parameter: 4.83 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (bis(trimethylsiloxy)amino)styrene | dichloromethane | N Parameter: 4.80 sN Parameter: 0.86 | | J. Org. Chem. 2001, 66, 3196-3200 DOI: 10.1021/jo0015927 |
 80% water/20%TFE (v/v) | water-TFE mix | N Parameter: 4.78 sN Parameter: 0.83 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 2-(bis(trimethylsiloxy)amino)propene | dichloromethane | N Parameter: 4.76 sN Parameter: 0.86 | | J. Org. Chem. 2001, 66, 3196-3200 DOI: 10.1021/jo0015927 |
 prenyl-tributylstannane | dichloromethane | N Parameter: 4.74 sN Parameter: 1.15 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
HW(NO)2Cp | dichloromethane | N Parameter: 4.70 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 methyl diazoacetate | dichloromethane | N Parameter: 4.68 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2023, 145, 7416-7434 DOI: 10.1021/jacs.2c13872 |
 (2-methylallyl)triphenylgermane | dichloromethane | N Parameter: 4.67 sN Parameter: 0.81 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2) | dichloromethane | N Parameter: 4.67 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2016, 138, 10304-10313 DOI: 10.1021/jacs.6b05768 |
 pyrrole | dichloromethane | N Parameter: 4.63 sN Parameter: 1.00 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 (2-methylallyl)tris(trimethylsilyl)silane | dichloromethane | N Parameter: 4.63 sN Parameter: 0.87 | | Org. Lett. 2010, 12, 5206-5209 DOI: 10.1021/ol102220e |
 N-(3,3-dimethylbut-1-en-2-yl)acetamide | MeCN | N Parameter: 4.61 sN Parameter: 0.98 | | Chem. Eur. J. 2012, 18, 5732-5740 DOI: 10.1002/chem.201103519 |
 1-(trimethylsiloxy)buta-1,3-diene | dichloromethane | N Parameter: 4.60 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2,6-dimethylphenyl isocyanide | dichloromethane | N Parameter: 4.59 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 DOI: 10.1002/anie.200605205 |
 10% water/90% MeCN (v/v) | water-MeCN mix | N Parameter: 4.56 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
cis-HRe(PPh3)(CO)4 | dichloromethane | N Parameter: 4.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,2-bis(trimethylsiloxy)cyclohexene | dichloromethane | N Parameter: 4.46 sN Parameter: 1.15 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-(triphenylsiloxy)propene | dichloromethane | N Parameter: 4.46 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 5-chloro-indole | MeCN | N Parameter: 4.42 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 (2-methylallyl)trimethylsilane | dichloromethane | N Parameter: 4.41 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide | dichloromethane | N Parameter: 4.40 sN Parameter: 0.86 | | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 DOI: 10.1002/anie.201402055 |
 5-bromo-indole | MeCN | N Parameter: 4.38 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 Cp2Ti(CH2Ph)2 - Dibenzyltitanocene | dichloromethane | N Parameter: 4.38 sN Parameter: 1.00 | | Chem. Eur. J. 2016, 22, 11196-11200 DOI: 10.1002/chem.201602452 |
 2,3-dihydrofuran | dichloromethane | N Parameter: 4.37 sN Parameter: 0.90 | | Eur. J. Org. Chem. 2005, , 1760-1764 DOI: 10.1002/ejoc.200400706 |
 Meldrum's acid iodonium ylide (in CH2Cl2) | dichloromethane | N Parameter: 4.36 sN Parameter: 1.06 | | J. Am. Chem. Soc. 2016, 138, 10304-10313 DOI: 10.1021/jacs.6b05768 |
 Cp2Zr(Me)2 - Dimethylzirconocene | dichloromethane | N Parameter: 4.35 sN Parameter: 1.09 | | Chem. Eur. J. 2016, 22, 11196-11200 DOI: 10.1002/chem.201602452 |
HMo(CO)3Cp* | dichloromethane | N Parameter: 4.30 sN Parameter: 0.77 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Parameter: 4.27 sN Parameter: 0.86 | | J. Am. Chem. Soc. 2014, 136, 13863-13873 DOI: 10.1021/ja507598y |
 2-(bis(tert-butyldimethylsiloxy)amino)propene | dichloromethane | N Parameter: 4.23 sN Parameter: 0.93 | | J. Org. Chem. 2001, 66, 3196-3200 DOI: 10.1021/jo0015927 |
 isobutylenyl-ethylether | dichloromethane | N Parameter: 4.23 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (4-methoxyphenyl)dimethylsilane | dichloromethane | N Parameter: 4.23 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (2-methylallyl)triphenylsilane | dichloromethane | N Parameter: 4.17 sN Parameter: 0.79 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate | MeCN | N Parameter: 4.06 sN Parameter: 0.79 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 (tris(trimethylsilyl)siloxy)ethene | dichloromethane | N Parameter: 4.01 sN Parameter: 0.83 | | Org. Lett. 2010, 12, 5206-5209 DOI: 10.1021/ol102220e |
 triethylgermane | dichloromethane | N Parameter: 4.00 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 10-methyl-9,10-dihydroacridine (in MeCN) | MeCN | N Parameter: 4.00 sN Parameter: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 triphenylgermane | dichloromethane | N Parameter: 3.99 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 tributylsilane | dichloromethane | N Parameter: 3.99 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1H-indole-5-carboxylic acid | MeCN | N Parameter: 3.97 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 diazoacetone | dichloromethane | N Parameter: 3.96 sN Parameter: 0.91 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 2-methyl-1-(trimethylsiloxy)propen | dichloromethane | N Parameter: 3.94 sN Parameter: 1.00 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 6,6-dimethylfulvene | MeCN | N Parameter: 3.93 sN Parameter: 0.88 | | Eur. J. Org. Chem. 2009, , 1202-1206 DOI: 10.1002/ejoc.200801099 |
 ethyl-vinylether | dichloromethane | N Parameter: 3.92 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 trihexylsilane | dichloromethane | N Parameter: 3.89 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (Z)-1-(triisopropylsiloxy)propen | dichloromethane | N Parameter: 3.87 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 7-azaindole | MeCN | N Parameter: 3.87 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide | dichloromethane | N Parameter: 3.85 sN Parameter: 0.84 | | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 DOI: 10.1002/anie.201402055 |
 4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester | dichloromethane | N Parameter: 3.84 sN Parameter: 0.87 | | J. Org. Chem. 2001, 66, 3196-3200 DOI: 10.1021/jo0015927 |
 dimethyl(p-tolyl)silane | dichloromethane | N Parameter: 3.83 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 3,3-dimethyl-2-(trimethylsiloxy)buten | dichloromethane | N Parameter: 3.78 sN Parameter: 0.79 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 60% water/40%TFE (v/v) | water-TFE mix | N Parameter: 3.77 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 n-butyl vinyl ether | dichloromethane | N Parameter: 3.76 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 tris((butyldimethylsilyl)methyl)silane | dichloromethane | N Parameter: 3.73 sN Parameter: 0.68 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tripropylsilane | dichloromethane | N Parameter: 3.67 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-(tributylstannyl)furan | dichloromethane | N Parameter: 3.63 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-methylfuran | dichloromethane | N Parameter: 3.61 sN Parameter: 1.11 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane | dichloromethane | N Parameter: 3.61 sN Parameter: 0.79 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tris((trimethylsilyl)methyl)silane | dichloromethane | N Parameter: 3.59 sN Parameter: 0.67 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 triethylsilane | dichloromethane | N Parameter: 3.58 sN Parameter: 0.70 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 50% water/50%TFE (v/v) | water-TFE mix | N Parameter: 3.57 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 4-cyanophenyl isocyanide | dichloromethane | N Parameter: 3.57 sN Parameter: 0.72 | | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 DOI: 10.1002/anie.200605205 |
 dimethyl(phenyl)silane | dichloromethane | N Parameter: 3.55 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 dimethyl(neopentyl)silane | dichloromethane | N Parameter: 3.55 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-diazo-1-tetralone | dichloromethane | N Parameter: 3.51 sN Parameter: 0.86 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 p-tosylmethyl isocyanide (TosMIC) | dichloromethane | N Parameter: 3.50 sN Parameter: 0.76 | | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 DOI: 10.1002/anie.200605205 |
HW(CO)3Cp* | dichloromethane | N Parameter: 3.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
HW(CO)3(indenyl) | dichloromethane | N Parameter: 3.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
HRe(CO)5 | dichloromethane | N Parameter: 3.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (triisopropylsiloxy)ethene | dichloromethane | N Parameter: 3.44 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 2-diazocyclohexanone | dichloromethane | N Parameter: 3.44 sN Parameter: 0.83 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 cyclohepta-1,3,5-trienyl-Fe(CO)3 | dichloromethane | N Parameter: 3.42 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 40% water/60%TFE (v/v) | water-TFE mix | N Parameter: 3.42 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 diethyl(methyl)silane | dichloromethane | N Parameter: 3.40 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tris((dimethyl(phenyl)silyl)methyl)silane | dichloromethane | N Parameter: 3.40 sN Parameter: 0.66 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 ethyldimethylsilane | dichloromethane | N Parameter: 3.30 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 20% water/80%TFE (v/v) | water-TFE mix | N Parameter: 3.20 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 methylenecyclooctane | dichloromethane | N Parameter: 3.16 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 3-diazoindolin-2-one | dichloromethane | N Parameter: 3.16 sN Parameter: 1.03 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 (2,3-dimethylbut-2-enyl)triethylsilane | dichloromethane | N Parameter: 3.15 sN Parameter: 1.15 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 trimethylsilane | dichloromethane | N Parameter: 3.15 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 N-(triisopropylsilyl)pyrrole | dichloromethane | N Parameter: 3.12 sN Parameter: 0.93 | | Chem. Eur. J. 2003, 9, 2209-2218 DOI: 10.1002/chem.200204666 |
 1,1,1,3,3-pentamethyldisiloxane | dichloromethane | N Parameter: 3.12 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1-(phenylethynyl)pyrrolidin-2-one | dichloromethane | N Parameter: 3.12 sN Parameter: 0.85 | | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 DOI: 10.1002/anie.201402055 |
 allyltriphenylstannane | dichloromethane | N Parameter: 3.09 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 (E)-2-methyl-penta-1,3-diene | dichloromethane | N Parameter: 3.09 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 3-methoxythiophene | MeCN | N Parameter: 3.06 sN Parameter: 1.19 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 (4-chlorophenyl)dimethylsilane | dichloromethane | N Parameter: 3.05 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN) | MeCN | N Parameter: 3.00 sN Parameter: 0.83 | | Synthesis 2019, 51, 1157-1170 DOI: 10.1055/s-0037-1611634 |
 10% water/90%TFE (v/v) | water-TFE mix | N Parameter: 2.93 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 triisopropylsilane | dichloromethane | N Parameter: 2.93 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (5-methyl-furan-2-yl) pinacol boronate | MeCN | N Parameter: 2.90 sN Parameter: 0.98 | | Chem. Sci. 2012, 3, 878-882 DOI: 10.1039/c2sc00883a |
 5-cyano-indole | MeCN | N Parameter: 2.83 sN Parameter: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 DOI: 10.1021/jo0614339 |
 methylenecyclopentane | dichloromethane | N Parameter: 2.82 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 methylenecyclodecane | dichloromethane | N Parameter: 2.82 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 benzyldimethylsilane | dichloromethane | N Parameter: 2.78 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 methyldiphenylsilane | dichloromethane | N Parameter: 2.72 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-diazo-1-benzosuberone | dichloromethane | N Parameter: 2.72 sN Parameter: 0.96 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 triphenylsilane | dichloromethane | N Parameter: 2.65 sN Parameter: 0.72 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 4-methyl-penta-1,3-diene | dichloromethane | N Parameter: 2.60 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-cyclopropylpropene | dichloromethane | N Parameter: 2.60 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 methylenecyclononane | dichloromethane | N Parameter: 2.57 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1,3-dimethoxybenzene | dichloromethane | N Parameter: 2.48 sN Parameter: 1.09 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 dimethyl(propoxy)silane | dichloromethane | N Parameter: 2.40 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
HW(CO)3(C5H4Me) | dichloromethane | N Parameter: 2.40 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-(tributylsilyl)furan | dichloromethane | N Parameter: 2.37 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 alpha-methylstyrene | dichloromethane | N Parameter: 2.35 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 methylenecycloundecane | dichloromethane | N Parameter: 2.33 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 cyclopentadiene | dichloromethane | N Parameter: 2.30 sN Parameter: 1.06 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1-methylsiletane | dichloromethane | N Parameter: 2.30 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
cis-HMn(PPh3)(CO)4 | dichloromethane | N Parameter: 2.30 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 dihexylsilane | dichloromethane | N Parameter: 2.27 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 methylenecycloheptane | dichloromethane | N Parameter: 2.24 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 acetonitrile (in MeCN) | MeCN | N Parameter: 2.23 sN Parameter: 0.84 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 2-(triethylsilyl)furan | dichloromethane | N Parameter: 2.20 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1-methylsilolane | dichloromethane | N Parameter: 2.20 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
cis-HMn(PCy3)(CO)4 | dichloromethane | N Parameter: 2.20 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-(trimethylsilyl)furan | dichloromethane | N Parameter: 2.16 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 methyl(phenyl)silane | dichloromethane | N Parameter: 2.13 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 allyltrihexylsilane | dichloromethane | N Parameter: 2.11 sN Parameter: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 allyltri-n-butylsilane | dichloromethane | N Parameter: 2.09 sN Parameter: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 allyltriisopropylsilane | dichloromethane | N Parameter: 2.04 sN Parameter: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 3-(trihexylsilyl)cyclopentene | dichloromethane | N Parameter: 1.98 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 allyltris(trimethylsilyl)silane | dichloromethane | N Parameter: 1.95 sN Parameter: 0.98 | | Org. Lett. 2010, 12, 5206-5209 DOI: 10.1021/ol102220e |
 (E)-but-2-enyltrimethylsilane | dichloromethane | N Parameter: 1.94 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 allyltriethylsilane | dichloromethane | N Parameter: 1.93 sN Parameter: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Parameter: 1.88 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2014, 136, 13863-13873 DOI: 10.1021/ja507598y |
 (5-methyl-furan-2-yl) MIDA boronate | MeCN | N Parameter: 1.84 sN Parameter: 1.26 | | Chem. Sci. 2012, 3, 878-882 DOI: 10.1039/c2sc00883a |
 allyl-tert.butyl-dimethylsilane | dichloromethane | N Parameter: 1.80 sN Parameter: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 3-(trimethylsilyl)cyclopentene | dichloromethane | N Parameter: 1.77 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1-methyl-4-vinyl-benzene | dichloromethane | N Parameter: 1.70 sN Parameter: 1.06 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
HW(CO)3Cp | dichloromethane | N Parameter: 1.70 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 methylenecyclopentadecane | dichloromethane | N Parameter: 1.69 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (Z)-but-2-enyltrimethylsilane | dichloromethane | N Parameter: 1.69 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2,6-dimethyl-hepta-1,6-diene | dichloromethane | N Parameter: 1.69 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 allyltrimethylsilane | dichloromethane | N Parameter: 1.68 sN Parameter: 1.00 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 tert-butyl indole-1-carboxylate | MeCN | N Parameter: 1.68 sN Parameter: 1.26 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 DOI: 10.1021/ja4017655 |
 methylenecyclobutane | dichloromethane | N Parameter: 1.65 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 30% water/70% HFIP (w/w) | water-HFIP mix | N Parameter: 1.65 sN Parameter: 0.96 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
HCr(CO)3Cp* | dichloromethane | N Parameter: 1.60 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2,7-dimethylocta-1,7-diene | dichloromethane | N Parameter: 1.58 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-(tributylstannyl)thiophene | dichloromethane | N Parameter: 1.53 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 methylenecyclododecane | dichloromethane | N Parameter: 1.52 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 diphenylsilane | dichloromethane | N Parameter: 1.52 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 50% water/50% HFIP (w/w) | water-HFIP mix | N Parameter: 1.50 sN Parameter: 1.03 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
HMn(CO)5 | dichloromethane | N Parameter: 1.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (E)-penta-1,3-diene | dichloromethane | N Parameter: 1.49 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1-(perfluorophenyl)-1-(trimethylsiloxy)ethene | dichloromethane | N Parameter: 1.47 sN Parameter: 0.89 | | Org. Lett. 2012, 14, 3990-3993 DOI: 10.1021/ol301766w |
 1-(tris(pentafluorophenyl)siloxy)-cyclopentene | dichloromethane | N Parameter: 1.38 sN Parameter: 0.93 | | Eur. J. Org. Chem. 2005, , 1760-1764 DOI: 10.1002/ejoc.200400706 |
 2-methylthiophene | dichloromethane | N Parameter: 1.35 sN Parameter: 0.99 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 tetraisobutylstannane | dichloromethane | N Parameter: 1.35 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 furan | dichloromethane | N Parameter: 1.33 sN Parameter: 1.29 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 | dichloromethane | N Parameter: 1.33 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (3-chlorobenzyl)dimethylsilane | dichloromethane | N Parameter: 1.30 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 allyltriphenylgermane | dichloromethane | N Parameter: 1.20 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 1-methylcyclopentene | dichloromethane | N Parameter: 1.18 sN Parameter: 1.17 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 (E,E)-hexa-2,4-diene | dichloromethane | N Parameter: 1.17 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2,3-dimethyl-buta-1,3-diene | dichloromethane | N Parameter: 1.17 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 methylenecyclohexane | dichloromethane | N Parameter: 1.16 sN Parameter: 1.04 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 2,5-dimethyl-hexa-1,5-diene | dichloromethane | N Parameter: 1.14 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-methylpropene (isobutylene) | dichloromethane | N Parameter: 1.11 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 trifluoroethanol | TFE | N Parameter: 1.11 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 2-methyl-buta-1,3-diene (isoprene) | dichloromethane | N Parameter: 1.10 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 2-methyl-but-1-ene | dichloromethane | N Parameter: 1.00 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 10% water/90% HFIP (w/w) | water-HFIP mix | N Parameter: 0.96 sN Parameter: 0.93 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 trimethyl(prenyl)silane | dichloromethane | N Parameter: 0.90 sN Parameter: 1.17 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 methyl(neopentyl)(phenyl)silane | dichloromethane | N Parameter: 0.87 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-methyl-pent-1-ene | dichloromethane | N Parameter: 0.84 sN Parameter: 1.06 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 (chloromethyl)dimethylsilane | dichloromethane | N Parameter: 0.80 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2,4,4-trimethyl-pent-1-ene | dichloromethane | N Parameter: 0.79 sN Parameter: 1.07 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 chlorodimethylsilane | dichloromethane | N Parameter: 0.79 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 styrene | dichloromethane | N Parameter: 0.78 sN Parameter: 0.95 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 (1S)-(-)-alpha-pinene | dichloromethane | N Parameter: 0.68 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2,4,6-trimethylstyrene | dichloromethane | N Parameter: 0.68 sN Parameter: 1.09 | | Macromolecules 2005, 38, 33-40 DOI: 10.1021/ma048389o |
 cyclohexa-1,3-diene | dichloromethane | N Parameter: 0.67 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (Z)-penta-1,3-diene | dichloromethane | N Parameter: 0.66 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-methyl-but-2-ene | dichloromethane | N Parameter: 0.65 sN Parameter: 1.17 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 2,3-dimethyl-but-1-ene | dichloromethane | N Parameter: 0.65 sN Parameter: 1.00 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 xanthene | dichloromethane | N Parameter: 0.64 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 alpha-(pentamethyldisilyl)styrene | dichloromethane | N Parameter: 0.61 sN Parameter: 1.01 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 2-(tris(pentafluorophenyl)siloxy)-propene | dichloromethane | N Parameter: 0.58 sN Parameter: 0.91 | | Eur. J. Org. Chem. 2005, , 1760-1764 DOI: 10.1002/ejoc.200400706 |
 cycloheptatriene (in MeCN) | MeCN | N Parameter: 0.55 sN Parameter: 0.97 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2,4-dimethyl-penta-1,4-diene | dichloromethane | N Parameter: 0.54 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 cycloheptatriene | dichloromethane | N Parameter: 0.52 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 2-diazobenzothiophen-3(2H)-one | dichloromethane | N Parameter: 0.40 sN Parameter: 0.93 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 1,4-cyclohexadiene (in MeCN) | MeCN | N Parameter: 0.35 sN Parameter: 0.98 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 7% water/93% HFIP (w/w) | water-HFIP mix | N Parameter: 0.34 sN Parameter: 0.96 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 (2-methylallyl)benzene | dichloromethane | N Parameter: 0.25 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (4-methoxyphenethyl)trimethylstannane | 1,2-dichloroethane | N Parameter: 0.20 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 hexylsilane | dichloromethane | N Parameter: 0.19 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-diazoindandione | dichloromethane | N Parameter: 0.16 sN Parameter: 0.86 | | Eur. J. Org. Chem. 2023, 26, e202300005 DOI: 10.1002/ejoc.202300005 |
 3-methylanisole | dichloromethane | N Parameter: 0.13 sN Parameter: 1.27 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 tetraethylplumbane (in MeCN) | MeCN | N Parameter: 0.10 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,4-cyclohexadiene | dichloromethane | N Parameter: 0.09 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 1-methylcyclohexene | dichloromethane | N Parameter: 0.08 sN Parameter: 1.15 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 phenylsilane | dichloromethane | N Parameter: 0.06 sN Parameter: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2,3,3-trimethyl-but-1-ene | dichloromethane | N Parameter: 0.06 sN Parameter: 1.07 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 cyclohepta-1,3-diene | dichloromethane | N Parameter: 0.06 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 phenylacetylene | dichloromethane | N Parameter: -0.04 sN Parameter: 0.77 | | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 DOI: 10.1002/anie.201402055 |
 1,4-dihydronaphthalene | dichloromethane | N Parameter: -0.07 sN Parameter: 1.03 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 5% water/95% HFIP (w/w) | water-HFIP mix | N Parameter: -0.10 sN Parameter: 0.97 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 (1H-inden-1-yl)trimethylsilane (in CH2Cl2) | dichloromethane | N Parameter: -0.10 sN Parameter: 1.05 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 DOI: 10.1002/anie.201501385 |
 allyltriphenylsilane | dichloromethane | N Parameter: -0.13 sN Parameter: 1.21 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 norbornene | dichloromethane | N Parameter: -0.25 sN Parameter: 1.09 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 2-(pentamethyldisilyl)propene | dichloromethane | N Parameter: -0.26 sN Parameter: 0.95 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 tetrabutylstannane | dichloromethane | N Parameter: -0.30 sN Parameter: 1.07 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (4-(tert-butyl)phenethyl)trimethylstannane | 1,2-dichloroethane | N Parameter: -0.30 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-(tris(trimethylsilyl)silyl)propene | dichloromethane | N Parameter: -0.31 sN Parameter: 0.99 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 diethyl diazomalonate | dichloromethane | N Parameter: -0.35 sN Parameter: 0.93 | | Chem. Eur. J. 2003, 9, 4068-4076 DOI: 10.1002/chem.200304913 |
 beta-(trimethylsilyl)styrene | dichloromethane | N Parameter: -0.43 sN Parameter: 1.06 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 1-ethinylcyclohexenyl-Co2(CO)6 | dichloromethane | N Parameter: -0.44 sN Parameter: 1.06 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 methylenecyclopropane | dichloromethane | N Parameter: -0.47 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (E)-propenylbenzene | dichloromethane | N Parameter: -0.49 sN Parameter: 1.18 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 cycloocta-1,3-diene | dichloromethane | N Parameter: -0.50 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 tetrapropylstannane (in 1,2-DCE) | 1,2-dichloroethane | N Parameter: -0.50 sN Parameter: 1.13 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethyl(4-methylphenethyl)stannane | 1,2-dichloroethane | N Parameter: -0.50 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 allylchlorodimethylsilane | dichloromethane | N Parameter: -0.57 sN Parameter: 1.06 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 (2-methylallyl)trichlorosilane | dichloromethane | N Parameter: -0.57 sN Parameter: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2) | dichloromethane | N Parameter: -0.64 sN Parameter: 1.10 | | J. Am. Chem. Soc. 2017, 139, 15324-15327 DOI: 10.1021/jacs.7b10240 |
 1-(p-tolyl)-1-(trimethylsilyl)ethene | dichloromethane | N Parameter: -0.65 sN Parameter: 1.59 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 diethylmercury (in MeCN) | MeCN | N Parameter: -0.70 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 4-methyl-2,5-heptadiene | dichloromethane | N Parameter: -0.73 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 (E,E)-2,5-heptadiene | dichloromethane | N Parameter: -0.74 sN Parameter: 0.99 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3) | dichloromethane | N Parameter: -0.76 sN Parameter: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-(trimethylsilyl)thiophene | dichloromethane | N Parameter: -0.80 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane | 1,2-dichloroethane | N Parameter: -0.80 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 9,10-dihydroanthracene | dichloromethane | N Parameter: -0.86 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 buta-1,3-diene | dichloromethane | N Parameter: -0.87 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 3-propylcyclopentene | dichloromethane | N Parameter: -0.88 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 2-phenyldioxolane | dichloromethane | N Parameter: -0.90 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
HW(CO)3(C5H4CO2Me) | dichloromethane | N Parameter: -0.90 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tetramethylethylene | dichloromethane | N Parameter: -1.00 sN Parameter: 1.40 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN) | MeCN | N Parameter: -1.00 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 thiophene | dichloromethane | N Parameter: -1.01 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2-propyl-1,3-dioxolane | dichloromethane | N Parameter: -1.06 sN Parameter: 0.81 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (Z)-phenylpropene | dichloromethane | N Parameter: -1.07 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 tetra-sec.butylstannane (in 1,2-DCE) | 1,2-dichloroethane | N Parameter: -1.10 sN Parameter: 1.15 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethyl(phenethyl)stannane | 1,2-dichloroethane | N Parameter: -1.10 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 | dichloromethane | N Parameter: -1.11 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 alpha-(trimethylsilyl)styrene | dichloromethane | N Parameter: -1.13 sN Parameter: 1.46 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 anisole | dichloromethane | N Parameter: -1.18 sN Parameter: 1.20 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 3% water/97% HFIP (w/w) | water-HFIP mix | N Parameter: -1.19 sN Parameter: 1.08 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN) | MeCN | N Parameter: -1.20 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 dimethyl diazomalonate | dichloromethane | N Parameter: -1.24 sN Parameter: 0.81 | | J. Am. Chem. Soc. 2023, 145, 7416-7434 DOI: 10.1021/jacs.2c13872 |
 2-(trimethylsilyl)propene | dichloromethane | N Parameter: -1.46 sN Parameter: 1.05 | | Chem. Eur. J. 2014, 20, 1103-1110 DOI: 10.1002/chem.201303215 |
 cyclopentene | dichloromethane | N Parameter: -1.55 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2% water/98% HFIP (w/w) | water-HFIP mix | N Parameter: -1.62 sN Parameter: 1.10 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 1,3-bis(trimethylstannyl)propane (in MeCN) | MeCN | N Parameter: -1.70 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 triethoxysilane | dichloromethane | N Parameter: -1.80 sN Parameter: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (4-chlorophenethyl)trimethylstannane | 1,2-dichloroethane | N Parameter: -1.80 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tetraethylstannane (in 1,2-DCE) | 1,2-dichloroethane | N Parameter: -1.90 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1% water/99% HFIP (w/w) | water-HFIP mix | N Parameter: -1.93 sN Parameter: 1.09 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 1,1-dimethylsiletane | dichloromethane | N Parameter: -2.10 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 bis(4-methoxyphenyl)methane (in CH2Cl2) | dichloromethane | N Parameter: -2.11 sN Parameter: 0.98 | | J. Am. Chem. Soc. 2014, 136, 13863-13873 DOI: 10.1021/ja507598y |
 1,1-dimethylsilinane | dichloromethane | N Parameter: -2.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tetraethylstannane (in MeCN) | MeCN | N Parameter: -2.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN) | MeCN | N Parameter: -2.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 4,5-dimethyl-1,3-dioxolane (anti) | dichloromethane | N Parameter: -2.40 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-ethyl-4,5-dimethyl-1,3-dioxolane (syn) | dichloromethane | N Parameter: -2.40 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 propene | dichloromethane | N Parameter: -2.41 sN Parameter: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 (Z)-but-2-ene | dichloromethane | N Parameter: -2.44 sN Parameter: 1.09 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 (E)-but-2-ene | dichloromethane | N Parameter: -2.45 sN Parameter: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 DOI: 10.1021/ar020094c |
 2,4,5-trimethyl-1,3-dioxolane (syn) | dichloromethane | N Parameter: -2.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,4-dihydronaphthalene (in MeCN) | MeCN | N Parameter: -2.50 sN Parameter: 1.00 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 isopropanol (in aq. sulfuric acid) | water | N Parameter: -2.60 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 4,5-dimethyl-2-vinyl-1,3-dioxolane | dichloromethane | N Parameter: -2.60 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1-hexene | dichloromethane | N Parameter: -2.77 sN Parameter: 1.41 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 p-cymene | dichloromethane | N Parameter: -2.80 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 1,3-dioxolane | dichloromethane | N Parameter: -2.86 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-ethyl-4,5-dimethyl-1,3-dioxolane (anti) | dichloromethane | N Parameter: -2.90 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 3,3,3-trifluoro-2-(trimethylsiloxy)propene | dichloromethane | N Parameter: -2.94 sN Parameter: 1.11 | | Org. Lett. 2012, 14, 3990-3993 DOI: 10.1021/ol301766w |
 1,4-pentadiene | dichloromethane | N Parameter: -2.99 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 2,4,5-trimethyl-1,3-dioxolane (anti) | dichloromethane | N Parameter: -3.00 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 3-methyl-1,4-pentadiene | dichloromethane | N Parameter: -3.08 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 1,1-dimethylsilepane | dichloromethane | N Parameter: -3.10 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 dichloro(methyl)silane | dichloromethane | N Parameter: -3.20 sN Parameter: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-methyl-1,3-dioxolane | dichloromethane | N Parameter: -3.30 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tris(4-(dimethylamino)phenyl)methane (in MeCN) | MeCN | N Parameter: -3.30 sN Parameter: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,2-dihydronaphthalene (in MeCN) | MeCN | N Parameter: -3.30 sN Parameter: 1.00 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN) | MeCN | N Parameter: -3.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,3-bis(trimethylgermyl)propane (in MeCN) | MeCN | N Parameter: -3.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethyl(phenethyl)silane | dichloromethane | N Parameter: -3.50 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tetrahydrofuran (in dichloromethane) | dichloromethane | N Parameter: -3.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn) | dichloromethane | N Parameter: -3.50 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene | dichloromethane | N Parameter: -3.52 sN Parameter: 1.17 | | Org. Lett. 2012, 14, 3990-3993 DOI: 10.1021/ol301766w |
 m-xylene | dichloromethane | N Parameter: -3.57 sN Parameter: 2.08 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 DOI: 10.1021/ja010890y |
 tri-p-tolylmethane | dichloromethane | N Parameter: -3.62 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-chloropropene | dichloromethane | N Parameter: -3.65 sN Parameter: 1.97 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 1,3-dioxepane | dichloromethane | N Parameter: -3.80 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,1-dimethylsilolane | dichloromethane | N Parameter: -3.86 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (4,4-dimethylpentyl)trimethylstannane | dichloromethane/MeCN mix | N Parameter: -3.90 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani) | dichloromethane | N Parameter: -4.10 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 allylbenzene | dichloromethane | N Parameter: -4.12 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN) | MeCN | N Parameter: -4.20 sN Parameter: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 triphenylmethane | dichloromethane | N Parameter: -4.27 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 toluene | dichloromethane | N Parameter: -4.36 sN Parameter: 1.77 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 1,6-bis(trimethylsilyl)hexane | dichloromethane | N Parameter: -4.70 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tetraethylgermane (in MeCN) | MeCN | N Parameter: -4.70 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN) | MeCN | N Parameter: -4.80 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 dimethoxymethane | dichloromethane | N Parameter: -4.90 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 diethylether (in dichloromethane) | dichloromethane | N Parameter: -5.10 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tris(4-methoxyphenyl)methane (in MeCN) | MeCN | N Parameter: -5.18 sN Parameter: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 1,3-bis(trimethylsilyl)propane | dichloromethane/MeCN mix | N Parameter: -5.30 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 butyltrimethylsilane | dichloromethane | N Parameter: -5.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 (2,2-diphenylethyl)diethyl(methyl)silane | dichloromethane | N Parameter: -6.40 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tetraethylsilane | MeCN | N Parameter: -6.50 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 bis(4-methoxyphenyl)phenylmethane (in MeCN) | MeCN | N Parameter: -7.00 sN Parameter: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 tri-p-tolylmethane (in MeCN) | MeCN | N Parameter: -8.80 sN Parameter: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |