Mayr's Database of Reactivity Parameters

Indolyl-stabilized carbocations

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
(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
(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)-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
(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
bis(1-methylindol-3-yl)methylium ion
C19H17N2*

E Param.: -5.99

***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
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
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
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