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 (1st generation)
C22H25N2O+ *
 MeCN

E Param.: -7.37

 *** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
(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
(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
N-methylacridinium ion
C14H12N *

E Param.: -7.15, Deviation: ±0.12

 *** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(dma)2CH+
C17H21N2 *

E Param.: -7.02

 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(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
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
dimethylmethyleneammonium ion
C3H8N *

E Param.: -6.69

 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-phenyl-1,3-dithianylium ion
C10H11S2 *

E Param.: -6.43, Deviation: ±0.04

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