H-C hydride donors
For reactivities of structurally related compounds go to: Nucleophiles » H-Nucleophiles
Found 100 Molecules.
| Molecule | Solvent | Reactivity Parameters | Classification | Reference (sort by title or year) |
|---|---|---|---|---|
 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 |
 NADPH (in water) | water | N Parameter: 10.68 sN Parameter: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 DOI: 10.1039/D2OB02041F |
 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 |
 NADH (in water) | water | N Parameter: 10.37 sN Parameter: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 DOI: 10.1039/D2OB02041F |
 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 |
 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-(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 |
 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 |
 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 |
 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 |
 Hantzsch ester | dichloromethane | N Parameter: 9.00 sN Parameter: 0.90 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 DOI: 10.1002/anie.200804263 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 tetraisobutylstannane | dichloromethane | N Parameter: 1.35 sN Parameter: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 xanthene | dichloromethane | N Parameter: 0.64 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 cycloheptatriene (in MeCN) | MeCN | N Parameter: 0.55 sN Parameter: 0.97 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 cycloheptatriene | dichloromethane | N Parameter: 0.52 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 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 |
 (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 |
 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 |
 1,4-dihydronaphthalene | dichloromethane | N Parameter: -0.07 sN Parameter: 1.03 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 DOI: 10.1021/ja0121538 |
 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 |
 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 |
 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 |
 (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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 (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 |
 1,1-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 |
 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 |
 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 |
 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 |
 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 |
 tri-p-tolylmethane | dichloromethane | N Parameter: -3.62 sN Parameter: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 DOI: 10.1002/chem.201202839 |
 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 |
 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 |