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

https://hrcak.srce.hr/176960

Publication date:

1.5.1997.

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