Mayr's Database of Reactivity Parameters

Carbocations

For reactivities of structurally related compounds go to: Electrophiles » C-Electrophiles
1 | 2 | 3 Found 132 molecules, displaying page 2 of 3 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
(PhCH2)2N+=CH-CH-Ph
C23H22N+*

E Param.: -8.50

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
Jorgensen/Hayashi-iminium ion
C29H34NOSi+*

E Param.: -8.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
MacMillan-iminium ion (1st generation)
C22H25N2O+*
 MeCN

E Param.: -7.37

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
mor iminium
C13H16NO+*

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
diarylallylium ion (3,3-F2)2
*

E Param.: 6.11

***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
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
PhCH=N+Me2 (in MeCN)
C9H12N*
 MeCN

E Param.: -9.27

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
pTolCH=N+CH2 (in MeCN)
C10H14N*
 MeCN

E Param.: -9.64

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-AniCH=N+Me2 (in MeCN)
C10H14NO*
 MeCN

E Param.: -10.69

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)4 (in MeCN)
C11H14N*
 MeCN

E Param.: -9.35

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)5 (in MeCN)
C12H16N*
 MeCN

E Param.: -9.60

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-CF3-C6H4-CH=N+Me2 (in MeCN)
C10H11F3N*
 MeCN

E Param.: -8.34

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
3-benzylidene-1-methyl-3H-indol-1-ium ion
C16H14N*

E Param.: -1.80

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C17H16N*

E Param.: -2.19

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
3-(4-methoxybenzylidene)-1-methyl-3H-indol-1-ium iom
C17H16NO*

E Param.: -3.02

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
3-(4-(dimethylamino)benzylidene)-1-methyl-3H-indol-1-ium ion
C18H19N2*

E Param.: -6.26

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-methyl-3-((julolidin-9-yl)methylene)-3H-indol-1-ium ion
C22H23N2*

E Param.: -7.79

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
(E)-2-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C17H16N*

E Param.: -5.15

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
(E)-1,2-dimethyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C18H18N*

E Param.: -5.05

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
bis(1-methylindol-3-yl)methylium ion
C19H17N2*

E Param.: -5.99

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
bis(5-methoxy-1-methylindol-3-yl)methylium ion
C21H21N2O2*

E Param.: -6.90

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
bis(1,2-dimethylindol-3-yl)methylium ion
C21H21N2*

E Param.: -10.23

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
9-phenyl-9H-fluoren-9-ylium
C19H25*
 dichloromethane

E Param.: 2.41

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
9-(4-methoxyphenyl)-9H-fluoren-9-ylium
C20H27O*
 dichloromethane

E Param.: 0.85

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium
C21H30N*
 dichloromethane

E Param.: -4.51

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
diarylallylium ion (3-F)2
*

E Param.: 4.15

**J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
indolecarboxylate derived iminium ion
*
 dichloromethane

E Param.: -9.50

**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
(tfm)2CH+
C15H9F6*

E Param.: 7.96

**J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C22H20F5N2O*
 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
C25H31N2O4*
 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
C22H24N3O3*
 dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-cyanophenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H24N3O*
 dichloromethane

E Param.: -6.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-(dimethylamino)phenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C24H30N3O*
 dichloromethane

E Param.: -10.60

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium
C23H27N2O*
 dichloromethane

E Param.: -7.20

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-methoxyphenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H27N2O2*
 dichloromethane

E Param.: -8.00

**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
C22H24N3O3*
 dichloromethane

E Param.: -6.10

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-((1H-indol-3-yl)methyl)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C24H26N3O*
 dichloromethane

E Param.: -7.30

**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
C28H27N2O*
 dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(E)-3-benzylidene-1,2-dimethyl-3H-indol-1-ium ion
C17H16N*

E Param.: -4.96

**J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
dimethylmethyleneammonium ion
C3H8N*

E Param.: -6.69

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl(phenyl)methyleneammonium ion
C8H10N*

E Param.: -5.17

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Vilsmeier ion
C3H7ClN*

E Param.: -5.77

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c