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 | ||
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 | ||
(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 | ||
MacMillan-iminium ion (1st generation) | MeCN | E Param.: -7.37 | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 | |
mor iminium | E Param.: -8.60 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
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 | |
p-CF3-C6H4-CH=N+Me2 (in MeCN) | MeCN | E Param.: -8.34 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
indolecarboxylate derived iminium ion | dichloromethane | E Param.: -9.50 | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 | |
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium | dichloromethane | E Param.: -6.00 | Angew. Chem. Int. Ed. 2013, 52, 7967-7971 10.1002/anie.201301864 | |
(S,E)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)-5-(3,4,5-trimethoxybenzyl)imidazolidin-1-ium | dichloromethane | E Param.: -7.00 | Angew. Chem. Int. Ed. 2013, 52, 7967-7971 10.1002/anie.201301864 | |
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(4-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium | dichloromethane | E Param.: -5.90 | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |