N-substituted carbocations (iminium ions)
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
N-ethylidenecarbazolium ion  |
E Param.: 2.41 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
N-methylacridinium ion |
E Param.: -7.15 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
dimethylmethyleneammonium ion |
E Param.: -6.69 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methyl(phenyl)methyleneammonium ion |
E Param.: -5.17 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
Vilsmeier ion |
E Param.: -5.77 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
Me2N+=CH-CH-Ph |
E Param.: -9.20 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
pyrN+=CH-CH-Ph |
E Param.: -9.80 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
pipN+=CH-CH-Ph |
E Param.: -10.30 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
(PhCH2)2N+=CH-CH-Ph |
E Param.: -8.50 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
Jorgensen/Hayashi-iminium ion |
E Param.: -8.20 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
mor iminium |
E Param.: -8.60 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
indolecarboxylate derived iminium ion |
dichloromethane | E Param.: -9.50 | | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 |
MacMillan-iminium ion (1st generation) |
MeCN | E Param.: -7.37 | | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
MacMillan-iminium ion (2nd generation) |
MeCN | E Param.: -5.52 | | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
MacMillan-iminium ion (spiro) |
MeCN | E Param.: -7.67 | | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
PhCH=N+Me2 (in MeCN) |
MeCN | E Param.: -9.27 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
pTolCH=N+CH2 (in MeCN) |
MeCN | E Param.: -9.64 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
p-AniCH=N+Me2 (in MeCN) |
MeCN | E Param.: -10.69 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
PhCH=N+(CH2)4 (in MeCN) |
MeCN | E Param.: -9.35 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
PhCH=N+(CH2)5 (in MeCN) |
MeCN | E Param.: -9.60 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |