Croatica Chemica Acta, Vol. 70 No. 2, 1997.
Original scientific paper
Oxidation and Homolytic Coupling Regioselectivity of Carbazole in Acidie Media
Alexei N. Pankratov
; Department of Chemistry, N. G. Chernyshevskii Saratov State University, 83 Astrakhanskaya Street, Saratov 410026, Russia
Alexander N. Stepanov
; Department of Chemistry, N. G. Chernyshevskii Saratov State University, 83 Astrakhanskaya Street, Saratov 410026, Russia
Abstract
Using voltammetric technique with a rotating disk electrode, the
anodic oxidation of carbazole in aqueous H2S04 - ethanol mixtures
was shown to proceed under diffusion and electron transfer control
conditions. Electro-oxidation involves one electron transfer; electrode
passivation occurs due to the formation of a poorly soluble product.
By means of the SCF MO LCAO INDO, AMI-UHF and PM3-UHF
methods, oxidative coupling regioselectivity for carbazole has been
elucidated. Chemical oxidation of carbazole by ammonium vanadate
in sulphuric acid medium features the stoichiometry 1:2, first order
in substrate and first order in oxidant, and leads to the occurrenee
of the diimine dication of carbazole.
Keywords
Hrčak ID:
176960
URI
Publication date:
1.5.1997.
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