Electrochemical Reduction of Trichlorobiphenyls: Mechanism and Regioselectivity
- Authors: Boyarskii V.P.1, Sangaranarayanan M.V.2, Boyarskaya I.A.1, Tolstopyatova E.G.1, Chulkova T.G.1
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Affiliations:
- St. Petersburg State University
- Madras Institute of Technology
- Issue: Vol 88, No 10 (2018)
- Pages: 2058-2066
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222466
- DOI: https://doi.org/10.1134/S1070363218100055
- ID: 222466
Cite item
Abstract
The regioselectivity of electrochemical reduction of four trichlorobiphenyls (PCB 28–30 and PCB 37) was studied by cyclic voltammetry and bulk electrolysis. The number of stages and mechanism of electrochemical reduction of each of the examined substrate were inferred on the basis of the experimental electron transfer coefficients and calculated (DFT) bond lengths and potential energy surface sections. GC/MS analysis of the controlled potential electrolysis products showed that chlorine atom in the disubstituted ring of trichlorobiphenyls is reduced more readily than in the monosubstituted ring and that the rate of chlorine reduction changes in the series o-Cl > p-Cl > m-Cl.
About the authors
V. P. Boyarskii
St. Petersburg State University
Author for correspondence.
Email: v.boiarskii@spbu.ru
Russian Federation, Universitetskaya nab. 7–9, St. Petersburg, 199034
M. V. Sangaranarayanan
Madras Institute of Technology
Email: v.boiarskii@spbu.ru
India, MIT Road, Radha Nagar, Chromepet, Chennai, Tamil Nadu, 600044
I. A. Boyarskaya
St. Petersburg State University
Email: v.boiarskii@spbu.ru
Russian Federation, Universitetskaya nab. 7–9, St. Petersburg, 199034
E. G. Tolstopyatova
St. Petersburg State University
Email: v.boiarskii@spbu.ru
Russian Federation, Universitetskaya nab. 7–9, St. Petersburg, 199034
T. G. Chulkova
St. Petersburg State University
Email: v.boiarskii@spbu.ru
Russian Federation, Universitetskaya nab. 7–9, St. Petersburg, 199034
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