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)
(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
methyl(phenyl)methyleneammonium ion
C8H10N *

E Param.: -5.17

 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
MacMillan-iminium ion (2nd generation)
*
 MeCN

E Param.: -5.52

 *** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
(mor)2CH+
C21H25N2O2 *

E Param.: -5.53

 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Vilsmeier ion
C3H7ClN *

E Param.: -5.77

 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(mpa)2CH+
C27H25N2 *

E Param.: -5.89

 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(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
(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
2-phenyl-1,3-dithiolan-2-ylium ion
C9H9S2 *

E Param.: -5.91, Deviation: ±0.33

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