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@article{832df8f871db4c4abfd07feb62500e38,
title = "Electrochemical Reduction of Trichlorobiphenyls: Mechanism and Regioselectivity",
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.",
keywords = "DFT calculations, cyclic voltammetry, electron transfer mechanism, polychlorobiphenyls, preparative electrolysis, PCBS, SWEEP VOLTAMMETRY, AB-INITIO, NUCLEOPHILIC-SUBSTITUTION, REMEDIATION, DECHLORINATION, POLYCHLOROBIPHENYLS, RADICAL-ANION, ELECTRON-TRANSFER REACTIONS, POLYCHLORINATED-BIPHENYLS",
author = "Боярский, {Вадим Павлович} and Sangaranarayanan, {M. V.} and Боярская, {Ирина Алексеевна} and Толстопятова, {Елена Геннадьевна} and Чулкова, {Татьяна Геннадьевна}",
note = "Funding Information: This study was performed under financial support by the St. Petersburg State University (project no. 12.37.214.2016) using the facilities of the Magnetic Resonance Research Center and Chemistry Educational Center of the St. Petersburg State.",
year = "2018",
month = oct,
day = "1",
doi = "10.1134/S1070363218100055",
language = "English",
volume = "88",
pages = "2058--2066",
journal = "Russian Journal of General Chemistry",
issn = "1070-3632",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "10",

}

RIS

TY - JOUR

T1 - Electrochemical Reduction of Trichlorobiphenyls: Mechanism and Regioselectivity

AU - Боярский, Вадим Павлович

AU - Sangaranarayanan, M. V.

AU - Боярская, Ирина Алексеевна

AU - Толстопятова, Елена Геннадьевна

AU - Чулкова, Татьяна Геннадьевна

N1 - Funding Information: This study was performed under financial support by the St. Petersburg State University (project no. 12.37.214.2016) using the facilities of the Magnetic Resonance Research Center and Chemistry Educational Center of the St. Petersburg State.

PY - 2018/10/1

Y1 - 2018/10/1

N2 - 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.

AB - 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.

KW - DFT calculations

KW - cyclic voltammetry

KW - electron transfer mechanism

KW - polychlorobiphenyls

KW - preparative electrolysis

KW - PCBS

KW - SWEEP VOLTAMMETRY

KW - AB-INITIO

KW - NUCLEOPHILIC-SUBSTITUTION

KW - REMEDIATION

KW - DECHLORINATION

KW - POLYCHLOROBIPHENYLS

KW - RADICAL-ANION

KW - ELECTRON-TRANSFER REACTIONS

KW - POLYCHLORINATED-BIPHENYLS

UR - http://www.scopus.com/inward/record.url?scp=85057824615&partnerID=8YFLogxK

U2 - 10.1134/S1070363218100055

DO - 10.1134/S1070363218100055

M3 - Article

VL - 88

SP - 2058

EP - 2066

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 10

ER -

ID: 35457480