Mayr's Database of Reactivity Parameters

N-substituted carbocations (iminium ions)

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
N-ethylidenecarbazolium ion
C14H12N *

E Param.: 2.41, Deviation: ±0.33

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-methylacridinium ion
C14H12N *

E Param.: -7.15, Deviation: ±0.12

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
dimethylmethyleneammonium ion
C3H8N *

E Param.: -6.69

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl(phenyl)methyleneammonium ion
C8H10N *

E Param.: -5.17

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Vilsmeier ion
C3H7ClN *

E Param.: -5.77

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Me2N+=CH-CH-Ph
C11H14N+ *

E Param.: -9.20

*** Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
pyrN+=CH-CH-Ph
C13H16N+ *

E Param.: -9.80

*** Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
pipN+=CH-CH-Ph
C14H18N+ *

E Param.: -10.30

* Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
(PhCH2)2N+=CH-CH-Ph
C23H22N+ *

E Param.: -8.50

*** Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
Jorgensen/Hayashi-iminium ion
C29H34NOSi+ *

E Param.: -8.20

*** Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889