Electroreduction of benzo-1,2,3-dithiazolium salts and their selenium analogs in nonaqueous solution
V Sh Tsveniashvili
1, 2
,
M V Malashkhiya
1, 2
,
V N Gaprindashvili
1, 2
,
B Kh Strelets
1, 2
,
M M Gelmont
1, 2
,
Yu I Akulin
1, 2
2
Leningrad Branch with Pilot Plant of the All-Union Scientific-Research and Planning Institute of Synthetic Fibers, Leningrad
|
Publication type: Journal Article
Publication date: 1985-02-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The electroreduction of benzo-1,2,3-dithiazolium cations and their selenium analogs in aprotic solvents takes place in two steps. The first step is a reversible, one-electron transfer leading to the formation of stable radicals detected by EPR. As a result of further electroreduction, the radicals obtained combine with six electrons to form the corresponding o-aminothio(seleno)phenols. Analysis of the reduction potentials of the compounds studied shows that the substitution of a selenium atom for a sulfur in these cations, especially in the 2 position of the heterocycle, facilitates their electrochemical reduction. The electrochemical activity and the kinetics of nulceophilic substitution in the cations studied are compared.
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Tsveniashvili V. S. et al. Electroreduction of benzo-1,2,3-dithiazolium salts and their selenium analogs in nonaqueous solution // Chemistry of Heterocyclic Compounds. 1985. Vol. 21. No. 2. pp. 181-184.
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Tsveniashvili V. S., Malashkhiya M. V., Gaprindashvili V. N., Strelets B. Kh., Gelmont M. M., Akulin Yu. I. Electroreduction of benzo-1,2,3-dithiazolium salts and their selenium analogs in nonaqueous solution // Chemistry of Heterocyclic Compounds. 1985. Vol. 21. No. 2. pp. 181-184.
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TY - JOUR
DO - 10.1007/bf00504205
UR - https://doi.org/10.1007/bf00504205
TI - Electroreduction of benzo-1,2,3-dithiazolium salts and their selenium analogs in nonaqueous solution
T2 - Chemistry of Heterocyclic Compounds
AU - Tsveniashvili, V Sh
AU - Malashkhiya, M V
AU - Gaprindashvili, V N
AU - Strelets, B Kh
AU - Gelmont, M M
AU - Akulin, Yu I
PY - 1985
DA - 1985/02/01
PB - Springer Nature
SP - 181-184
IS - 2
VL - 21
SN - 0009-3122
SN - 1573-8353
ER -
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@article{1985_Tsveniashvili,
author = {V Sh Tsveniashvili and M V Malashkhiya and V N Gaprindashvili and B Kh Strelets and M M Gelmont and Yu I Akulin},
title = {Electroreduction of benzo-1,2,3-dithiazolium salts and their selenium analogs in nonaqueous solution},
journal = {Chemistry of Heterocyclic Compounds},
year = {1985},
volume = {21},
publisher = {Springer Nature},
month = {feb},
url = {https://doi.org/10.1007/bf00504205},
number = {2},
pages = {181--184},
doi = {10.1007/bf00504205}
}
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MLA
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Tsveniashvili, V. Sh, et al. “Electroreduction of benzo-1,2,3-dithiazolium salts and their selenium analogs in nonaqueous solution.” Chemistry of Heterocyclic Compounds, vol. 21, no. 2, Feb. 1985, pp. 181-184. https://doi.org/10.1007/bf00504205.