Mayr's Database of Reactivity Parameters

Carbocations

For reactivities of structurally related compounds go to: Electrophiles » C-Electrophiles » Carbocations

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
MacMillan-iminium ion (2nd generation)
*
 MeCN

E Param.: -5.52

 *** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
methyl(phenyl)methyleneammonium ion
C8H10N *

E Param.: -5.17

 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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)-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)-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
2-(4-methoxyphenyl)chromenylium ion
C16H13O2 *

E Param.: -4.95, Deviation: ±0.06

 *** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(dpa)2CH+
C37H29N2 *

E Param.: -4.72

 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
(4-MeO)3-tritylium ion
*

E Param.: -4.35

 - J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y