Mayr's Database of Reactivity Parameters

Carbocations

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
(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
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
(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
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
dibenzo[a,d]tropylium ion
C15H11 *
dichloromethane

E Param.: -0.63

- Liebigs Ann. 1995, , 2005-2009
10.1002/jlac.1995199[...]
(E)-2-(tert-butyl)-3-(4-methylbenzylidene)-3H-indol-1-ium
C20H22N+ *
dichloromethane

E Param.: -5.06

* Eur. J. Org. Chem. 2016, , 4050-4058
10.1002/ejoc.201600572
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
Me2C=C=N(+)Me2
*

E Param.: -2.80

- Synthesis 2025, 57, 3251-3262
10.1055/a-2649-1999
Ph2C=C=N(+)Me2
*

E Param.: -1.90

- Synthesis 2025, 57, 3251-3262
10.1055/a-2649-1999