Carbocations
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
benzhydrylium ion Ph2CH+   |
E Param.: 5.47 |
 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(pcp)2CH+  |
E Param.: 5.48 |
|
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 |
|
(fur)2CH+  |
E Param.: -1.36 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(ani)2CH+  |
E Param.: 0.00 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(tol)2CH+  |
E Param.: 3.63 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(pfa)2CH+  |
E Param.: -3.14 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(mfa)2CH+  |
E Param.: -3.85 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(dpa)2CH+  |
E Param.: -4.72 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(mor)2CH+  |
E Param.: -5.53 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(mpa)2CH+  |
E Param.: -5.89 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(dma)2CH+  |
E Param.: -7.02 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(pyr)2CH+  |
E Param.: -7.69 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(thq)2CH+  |
E Param.: -8.22 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(ind)2CH+  |
E Param.: -8.76 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(jul)2CH+  |
E Param.: -9.45 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(lil)2CH+  |
E Param.: -10.04 |
|
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 |
|
ani(tol)CH+  |
E Param.: 1.48 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
pop(Ph)CH+  |
E Param.: 2.90 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
tol(Ph)CH+  |
E Param.: 4.43 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(pfp)2CH+  |
E Param.: 5.01, Deviation: ±0.05 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
pop(tol)CH+  |
E Param.: 2.16, Deviation: ±0.03 |
|
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 |
|
2-phenyl-1,3-dithiolan-2-ylium ion  |
E Param.: -5.91, Deviation: ±0.33 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
2-phenyl-1,3-dithianylium ion  |
E Param.: -6.43, Deviation: ±0.04 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1,3-dithianylium ion  |
E Param.: -2.14, Deviation: ±0.07 |
|
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 |
|
N-methylacridinium ion  |
E Param.: -7.15, Deviation: ±0.12 |
|
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 |
|
methoxy-phenylmethylium ion  |
E Param.: 2.97, Deviation: ±0.09 |
|
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 |
|
methoxy-(4-methylphenyl)methylium ion  |
E Param.: 1.90, Deviation: ±0.22 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
flavylium ion  |
E Param.: -3.45, Deviation: ±0.16 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
2-(4-methoxyphenyl)chromenylium ion  |
E Param.: -4.95, Deviation: ±0.06 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1,1,3-triphenylallylium ion  |
E Param.: 0.98, Deviation: ±0.20 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1,1-dianisyl-3-phenylallylium ion  |
E Param.: -2.67, Deviation: ±0.30 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion  |
E Param.: -8.97, Deviation: ±0.32 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion  |
E Param.: -9.84, Deviation: ±0.21 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1-phenylcyclopent-2-enylium ion  |
E Param.: 2.89, Deviation: ±0.25 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1-(4-chlorophenyl)cyclopent-2-enylium ion  |
E Param.: 3.20, Deviation: ±0.37 |
|
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 |
|
(2,4,6-trimethylphenyl)ethylium ion  |
E Param.: 6.04 |
|
Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
|
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion  |
E Param.: 6.16 |
|
Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
|
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 |
|
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 |
|
cumyl cation  |
E Param.: 5.74 |
|
Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569 |
|
(4-CF3)2-tritylium ion  |
E Param.: 2.28 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(3-Cl)3-tritylium ion  |
E Param.: 1.99 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-CF3)-tritylium ion  |
E Param.: 1.33 |
|
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-CF3)-tritylium ion  |
E Param.: 1.18 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-Me)-tritylium ion  |
E Param.: -0.13 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-Me)2-tritylium ion  |
E Param.: -0.70 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-Me)3-tritylium ion  |
E Param.: -1.21 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO,3-OMe)-tritylium ion  |
E Param.: -1.62 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-OMe,3-Me)-tritylium ion  |
E Param.: -1.84 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO)-tritylium ion  |
E Param.: -1.59 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(4-MeO,4-Me)-tritylium ion  |
E Param.: -2.13 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO)2-tritylium ion  |
E Param.: -3.04 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO)3-tritylium ion  |
E Param.: -4.35 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-NMe2)-tritylium ion  |
E Param.: -7.93 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-NMe2)2-tritylium ion (= Malachite green)  |
E Param.: -10.29 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-NMe2)3-tritylium ion (= Crystal violet)  |
E Param.: -11.26 |
|
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 |
|
(4-F)3-tritylium ion  |
E Param.: 0.05 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)-tritylium ion  |
E Param.: 1.01 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)2-tritylium ion  |
E Param.: 1.54 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)3-tritylium ion  |
E Param.: 2.07 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)4-tritylium ion  |
E Param.: 2.54 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
diarylallylium ion (3,3-F2)2  |
E Param.: 6.11 |
|
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 (4-Br)2  |
E Param.: 2.85 |
|
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 |
|
diphenylallylium ion  |
E Param.: 2.70 |
|
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 |
|
diarylallylium ion (4-NMe2)2  |
E Param.: -7.50 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
bis(julidin-9-yl)allylium ion  |
E Param.: -9.78 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
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 |
indolecarboxylate derived iminium ion  |
dichloromethane | E Param.: -9.50 |
|
Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 |
(fur)(ani)CH+  |
E Param.: -0.81 |
|
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 |
|
(tfm)PhCH+  |
E Param.: 6.70 |
|
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 |
|
(mfp)2CH+  |
E Param.: 6.87 |
|
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 |
|
(tfm)2CH+  |
E Param.: 7.96 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dfp)2CH+  |
E Param.: 8.02 |
|
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 |