Carbocations
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(dfp)2CH+![]() ![]() |
E Param.: 8.02 | ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(tfm)2CH+![]() ![]() |
E Param.: 7.96 | ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(dfp)(mfp)CH+![]() ![]() |
E Param.: 7.52 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(mfp)2CH+![]() ![]() |
E Param.: 6.87 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(dfp)PhCH+![]() ![]() |
E Param.: 6.74 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(tfm)PhCH+![]() ![]() |
E Param.: 6.70 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(mfp)PhCH+![]() ![]() |
E Param.: 6.23 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion![]() ![]() |
E Param.: 6.16 | ![]() | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
diarylallylium ion (3,3-F2)2![]() ![]() |
E Param.: 6.11 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
(2,4,6-trimethylphenyl)ethylium ion![]() ![]() |
E Param.: 6.04 | ![]() | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
cumyl cation![]() ![]() |
E Param.: 5.74 | ![]() ![]() ![]() | Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569 | |
(pcp)2CH+![]() ![]() |
E Param.: 5.48 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
benzhydrylium ion Ph2CH+![]() ![]() |
E Param.: 5.47 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(Ftol)2CH+![]() ![]() |
E Param.: 5.24 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
pfp(Ph)CH+![]() ![]() |
E Param.: 5.20 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(pfp)2CH+![]() ![]() |
E Param.: 5.01 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
tol(Ph)CH+![]() ![]() |
E Param.: 4.43 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
diarylallylium ion (3-F)2![]() ![]() |
E Param.: 4.15 | ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
(tol)2CH+![]() ![]() |
E Param.: 3.63 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
1-(4-chlorophenyl)cyclopent-2-enylium ion![]() ![]() |
E Param.: 3.20 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methoxy-phenylmethylium ion![]() ![]() |
E Param.: 2.97 | ![]() ![]() ![]() | 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 | |
1-phenylcyclopent-2-enylium ion![]() ![]() |
E Param.: 2.89 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
diarylallylium ion (4-Br)2![]() ![]() |
E Param.: 2.85 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
diphenylallylium ion![]() ![]() |
E Param.: 2.70 | ![]() ![]() ![]() | 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 | |
(3-F)4-tritylium ion![]() ![]() |
E Param.: 2.54 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
N-ethylidenecarbazolium ion![]() ![]() |
E Param.: 2.41 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
9-phenyl-9H-fluoren-9-ylium![]() ![]() |
dichloromethane | E Param.: 2.41 | ![]() ![]() ![]() | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
(4-CF3)2-tritylium ion![]() ![]() |
E Param.: 2.28 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
pop(tol)CH+![]() ![]() |
E Param.: 2.16 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
ani(Ph)CH+![]() ![]() |
E Param.: 2.11 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(3-F)3-tritylium ion![]() ![]() |
E Param.: 2.07 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(3-Cl)3-tritylium ion![]() ![]() |
E Param.: 1.99 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
methoxy-(4-methylphenyl)methylium ion![]() ![]() |
E Param.: 1.90 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(3-F)2-tritylium ion![]() ![]() |
E Param.: 1.54 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
ani(tol)CH+![]() ![]() |
E Param.: 1.48 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(4-CF3)-tritylium ion![]() ![]() |
E Param.: 1.33 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
di-p-tolyl-allylium ion![]() ![]() |
E Param.: 1.23 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
(3-CF3)-tritylium ion![]() ![]() |
E Param.: 1.18 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(3-Cl)-tritylium ion![]() ![]() |
E Param.: 1.06 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(3-F)-tritylium ion![]() ![]() |
E Param.: 1.01 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
1,1,3-triphenylallylium ion![]() ![]() |
E Param.: 0.98 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
9-(4-methoxyphenyl)-9H-fluoren-9-ylium![]() ![]() |
dichloromethane | E Param.: 0.85 | ![]() ![]() ![]() | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
ani(pop)CH+![]() ![]() |
E Param.: 0.61 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
tritylium ion (Ph3C+)![]() ![]() |
E Param.: 0.51 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(4-F)-tritylium ion![]() ![]() |
E Param.: 0.35 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(4-F)2-tritylium ion![]() ![]() |
E Param.: 0.17 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
methoxy-(4-methoxyphenyl)methylium ion![]() ![]() |
E Param.: 0.14 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(4-F)3-tritylium ion![]() ![]() |
E Param.: 0.05 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(ani)2CH+![]() ![]() |
E Param.: 0.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(4-Me)-tritylium ion![]() ![]() |
E Param.: -0.13 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
dibenzo[a,d]tropylium ion![]() ![]() |
dichloromethane | E Param.: -0.63 | ![]() | Liebigs Ann. 1995, , 2005-2009 10.1002/jlac.1995199[...] |
(4-Me)2-tritylium ion![]() ![]() |
E Param.: -0.70 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(fur)(ani)CH+![]() ![]() |
E Param.: -0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(4-Me)3-tritylium ion![]() ![]() |
E Param.: -1.21 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(fur)2CH+![]() ![]() |
E Param.: -1.36 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
di-p-anisyl-allylium ion![]() ![]() |
E Param.: -1.45 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
(4-MeO)-tritylium ion![]() ![]() |
E Param.: -1.59 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(4-MeO,3-OMe)-tritylium ion![]() ![]() |
E Param.: -1.62 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
3-benzylidene-1-methyl-3H-indol-1-ium ion![]() ![]() |
E Param.: -1.80 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(4-OMe,3-Me)-tritylium ion![]() ![]() |
E Param.: -1.84 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(4-MeO,4-Me)-tritylium ion![]() ![]() |
E Param.: -2.13 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
1,3-dithianylium ion![]() ![]() |
E Param.: -2.14 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -2.19 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
1,1-dianisyl-3-phenylallylium ion![]() ![]() |
E Param.: -2.67 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-(4-methoxybenzylidene)-1-methyl-3H-indol-1-ium iom![]() ![]() |
E Param.: -3.02 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(4-MeO)2-tritylium ion![]() ![]() |
E Param.: -3.04 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(pfa)2CH+![]() ![]() |
E Param.: -3.14 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
flavylium ion![]() ![]() |
E Param.: -3.45 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
tropylium ion![]() ![]() |
E Param.: -3.72 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(mfa)2CH+![]() ![]() |
E Param.: -3.85 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(4-MeO)3-tritylium ion![]() ![]() |
E Param.: -4.35 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium![]() ![]() |
dichloromethane | E Param.: -4.51 | ![]() ![]() ![]() | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
(dpa)2CH+![]() ![]() |
E Param.: -4.72 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-(4-methoxyphenyl)chromenylium ion![]() ![]() |
E Param.: -4.95 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(E)-3-benzylidene-1,2-dimethyl-3H-indol-1-ium ion![]() ![]() |
E Param.: -4.96 | ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(E)-1,2-dimethyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -5.05 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(E)-2-(tert-butyl)-3-(4-methylbenzylidene)-3H-indol-1-ium![]() ![]() |
dichloromethane | E Param.: -5.06 | ![]() | Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572 |
(E)-2-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -5.15 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
methyl(phenyl)methyleneammonium ion![]() ![]() |
E Param.: -5.17 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
MacMillan-iminium ion (2nd generation)![]() ![]() |
MeCN | E Param.: -5.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
(mor)2CH+![]() ![]() |
E Param.: -5.53 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
Vilsmeier ion![]() ![]() |
E Param.: -5.77 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(mpa)2CH+![]() ![]() |
E Param.: -5.89 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(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 |
(2S,5S)-5-benzyl-3-methyl-4-oxo-1-(3-phenylallylidene)-2-((E)-styryl)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -5.90 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
2-phenyl-1,3-dithiolan-2-ylium ion![]() ![]() |
E Param.: -5.91 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
bis(1-methylindol-3-yl)methylium ion![]() ![]() |
E Param.: -5.99 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(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)-5-benzyl-1-((E)-3-(4-cyanophenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -6.00 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(3-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -6.10 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
3-(4-(dimethylamino)benzylidene)-1-methyl-3H-indol-1-ium ion![]() ![]() |
E Param.: -6.26 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
2-phenyl-1,3-dithianylium ion![]() ![]() |
E Param.: -6.43 | ![]() ![]() ![]() | 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 | |
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 | |
(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 |
(dma)2CH+![]() ![]() |
E Param.: -7.02 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
N-methylacridinium ion![]() ![]() |
E Param.: -7.15 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -7.20 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |