Carbocations
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
Vilsmeier ion   |
E Param.: -5.77 |
 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
tropylium ion  |
E Param.: -3.72, Deviation: ±0.03 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
tritylium ion (Ph3C+)  |
E Param.: 0.51 |
 |
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
tol(Ph)CH+  |
E Param.: 4.43 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
pyrN+=CH-CH-Ph  |
E Param.: -9.80 |
|
Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 |
|
pTolCH=N+CH2 (in MeCN)  |
MeCN | E Param.: -9.64 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
pop(tol)CH+  |
E Param.: 2.16, Deviation: ±0.03 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
pop(Ph)CH+  |
E Param.: 2.90 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
pipN+=CH-CH-Ph  |
E Param.: -10.30 |
|
Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 |
|
PhCH=N+Me2 (in MeCN)  |
MeCN | E Param.: -9.27 |
|
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 |
PhCH=N+(CH2)4 (in MeCN)  |
MeCN | E Param.: -9.35 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
Ph2C=C=N(+)Me2  |
E Param.: -1.90 |
|
Synthesis 2025, 57, 3251-3262 10.1055/a-2649-1999 |
|
pfp(Ph)CH+  |
E Param.: 5.20 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
p-CF3-C6H4-CH=N+Me2 (in MeCN)  |
MeCN | E Param.: -8.34 |
|
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 |
N-methylacridinium ion  |
E Param.: -7.15, Deviation: ±0.12 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
N-ethylidenecarbazolium ion  |
E Param.: 2.41, Deviation: ±0.33 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
mor iminium  |
E Param.: -8.60 |
|
Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 |
|
methyl(phenyl)methyleneammonium ion  |
E Param.: -5.17 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
methoxy-phenylmethylium ion  |
E Param.: 2.97, Deviation: ±0.09 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
methoxy-(4-methylphenyl)methylium ion  |
E Param.: 1.90, Deviation: ±0.22 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
methoxy-(4-methoxyphenyl)methylium ion  |
E Param.: 0.14, Deviation: ±0.01 |
|
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 |
|
Me2C=C=N(+)Me2  |
E Param.: -2.80 |
|
Synthesis 2025, 57, 3251-3262 10.1055/a-2649-1999 |
|
MacMillan-iminium ion (spiro)  |
MeCN | E Param.: -7.67 |
|
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 (1st generation)  |
MeCN | E Param.: -7.37 |
|
Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
Jorgensen/Hayashi-iminium ion  |
E Param.: -8.20 |
|
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 |
flavylium ion  |
E Param.: -3.45, Deviation: ±0.16 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
diphenylallylium ion  |
E Param.: 2.70 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
dimethylmethyleneammonium ion  |
E Param.: -6.69 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
dibenzo[a,d]tropylium ion  |
dichloromethane | E Param.: -0.63 |
|
Liebigs Ann. 1995, , 2005-2009 10.1002/jlac.1995199[...] |
diarylallylium ion (4-NMe2)2  |
E Param.: -7.50 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
diarylallylium ion (4-Cl)2  |
E Param.: 2.69 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
diarylallylium ion (4-Br)2  |
E Param.: 2.85 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
diarylallylium ion (3-F)2  |
E Param.: 4.15 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
diarylallylium ion (3,3-F2)2  |
E Param.: 6.11 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
di-p-tolyl-allylium ion  |
E Param.: 1.23 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
di-p-anisyl-allylium ion  |
E Param.: -1.45 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
cumyl cation  |
E Param.: 5.74 |
|
Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569 |
|
bis(julidin-9-yl)allylium ion  |
E Param.: -9.78 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
bis(5-methoxy-1-methylindol-3-yl)methylium ion  |
E Param.: -6.90 |
|
J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 |
|
bis(1-methylindol-3-yl)methylium ion  |
E Param.: -5.99 |
|
J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 |
|
bis(1,2-dimethylindol-3-yl)methylium ion  |
E Param.: -10.23 |
|
J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 |
|
benzhydrylium ion Ph2CH+  |
E Param.: 5.47 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
ani(tol)CH+  |
E Param.: 1.48 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
ani(pop)CH+  |
E Param.: 0.61 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
ani(Ph)CH+  |
E Param.: 2.11 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |