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)
N-methylacridinium ion
C14H12N *

E Param.: -7.15, Deviation: ±0.12

 *** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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-((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
MacMillan-iminium ion (1st generation)
C22H25N2O+ *
 MeCN

E Param.: -7.37

 *** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
diarylallylium ion (4-NMe2)2
*

E Param.: -7.50

 *** J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
MacMillan-iminium ion (spiro)
*
 MeCN

E Param.: -7.67

 *** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
(pyr)2CH+
C21H25N2 *

E Param.: -7.69

 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
(4-NMe2)-tritylium ion
*

E Param.: -7.93

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