Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

N-substituted carbocations (iminium ions)

For reactivities of structurally related compounds go to: Electrophiles » C-Electrophiles » Carbocations
Found 31 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
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N-ethylidenecarbazolium ion		0E Parameter: 2.41
***Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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N-methylacridinium ion		0E Parameter: -7.15
***Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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Me2N+=CH-CH-Ph		0E Parameter: -9.20
***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
DOI: 10.1002/anie.200802889
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pyrN+=CH-CH-Ph		0E Parameter: -9.80
***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
DOI: 10.1002/anie.200802889
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(PhCH2)2N+=CH-CH-Ph		0E Parameter: -8.50
***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
DOI: 10.1002/anie.200802889
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Jorgensen/Hayashi-iminium ion		0E Parameter: -8.20
***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
DOI: 10.1002/anie.200802889
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MacMillan-iminium ion (1st generation)		MeCNE Parameter: -7.37
***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
DOI: 10.1002/anie.201103683
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mor iminium		0E Parameter: -8.60
***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
DOI: 10.1002/anie.200802889
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MacMillan-iminium ion (2nd generation)		MeCNE Parameter: -5.52
***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
DOI: 10.1002/anie.201103683
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MacMillan-iminium ion (spiro)		MeCNE Parameter: -7.67
***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
DOI: 10.1002/anie.201103683
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PhCH=N+Me2 (in MeCN)		MeCNE Parameter: -9.27
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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pTolCH=N+CH2 (in MeCN)		MeCNE Parameter: -9.64
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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p-AniCH=N+Me2 (in MeCN)		MeCNE Parameter: -10.69
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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PhCH=N+(CH2)4 (in MeCN)		MeCNE Parameter: -9.35
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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PhCH=N+(CH2)5 (in MeCN)		MeCNE Parameter: -9.60
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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p-CF3-C6H4-CH=N+Me2 (in MeCN)		MeCNE Parameter: -8.34
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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indolecarboxylate derived iminium ion		dichloromethaneE Parameter: -9.50
**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
DOI: 10.1002/anie.200900933
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(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium		dichloromethaneE Parameter: -6.00
**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
DOI: 10.1002/anie.201301864
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(S,E)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)-5-(3,4,5-trimethoxybenzyl)imidazolidin-1-ium		dichloromethaneE Parameter: -7.00
**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
DOI: 10.1002/anie.201301864
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(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(4-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium		dichloromethaneE Parameter: -5.90
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(S,E)-5-benzyl-1-((E)-3-(4-cyanophenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium		dichloromethaneE Parameter: -6.00
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(S,E)-5-benzyl-1-((E)-3-(4-(dimethylamino)phenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium		dichloromethaneE Parameter: -10.60
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium		dichloromethaneE Parameter: -7.20
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(S,E)-5-benzyl-1-((E)-3-(4-methoxyphenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium		dichloromethaneE Parameter: -8.00
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(3-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium		dichloromethaneE Parameter: -6.10
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(S,E)-5-((1H-indol-3-yl)methyl)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)imidazolidin-1-ium		dichloromethaneE Parameter: -7.30
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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(2S,5S)-5-benzyl-3-methyl-4-oxo-1-(3-phenylallylidene)-2-((E)-styryl)imidazolidin-1-ium		dichloromethaneE Parameter: -5.90
**Asian J. Org. Chem. 2014, 3, 550-555
DOI: 10.1002/ajoc.201402009
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dimethylmethyleneammonium ion		0E Parameter: -6.69
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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methyl(phenyl)methyleneammonium ion		0E Parameter: -5.17
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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Vilsmeier ion		0E Parameter: -5.77
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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pipN+=CH-CH-Ph		0E Parameter: -10.30
*Angew. Chem. Int. Ed. 2008, 47, 8723-8726
DOI: 10.1002/anie.200802889
 
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