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Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives

Nadezhda Vasilievna Vasilieva 1
Nadezhda Vasilievna Vasilieva
, 
Irina Gennad'evna Irtegova 1
Irina Gennad'evna Irtegova
, 
Vladimir Alekseevich Loskutov 1
Vladimir Alekseevich Loskutov
, 
Leonid Anatol'evich Shundrin 1
Leonid Anatol'evich Shundrin
10.1016/j.mencom.2013.11.010
Published 2013-10-30
Communication , Volume 23, Issue 6, 334-336
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Vasilieva N. V. et al. Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives // Mendeleev Communications. 2013. Vol. 23. No. 6. pp. 334-336.
GOST all authors (up to 50) Copy
Vasilieva N. V., Irtegova I. G., Loskutov V. A., Shundrin L. A. Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives // Mendeleev Communications. 2013. Vol. 23. No. 6. pp. 334-336.
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TY - JOUR
DO - 10.1016/j.mencom.2013.11.010
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.11.010
TI - Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives
T2 - Mendeleev Communications
AU - Vasilieva, Nadezhda Vasilievna
AU - Irtegova, Irina Gennad'evna
AU - Loskutov, Vladimir Alekseevich
AU - Shundrin, Leonid Anatol'evich
PY - 2013
DA - 2013/10/30
PB - Mendeleev Communications
SP - 334-336
IS - 6
VL - 23
ER -
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@article{2013_Vasilieva,
author = {Nadezhda Vasilievna Vasilieva and Irina Gennad'evna Irtegova and Vladimir Alekseevich Loskutov and Leonid Anatol'evich Shundrin},
title = {Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives},
journal = {Mendeleev Communications},
year = {2013},
volume = {23},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.11.010},
number = {6},
pages = {334--336},
doi = {10.1016/j.mencom.2013.11.010}
}
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Vasilieva, Nadezhda Vasilievna, et al. “Redox properties and radical anions of 2-substituted thioxanthen-9-ones and their 2-methyl S-oxide derivatives.” Mendeleev Communications, vol. 23, no. 6, Oct. 2013, pp. 334-336. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.11.010.

Keywords

electrochemical oxidation
electrochemical reduction
radical anions
thioxanthones

Abstract

The electrochemical reduction of 2-substituted thioxanthen-9-ones in MeCN is a one-electron process with the formation of long-lived radical anions, in which the thioxanthen-9-one fragment is planar according to EPR measurements and UB3LYP/6-31+G* calculations. The electrochemical reduction of 2-methylthioxanthen-9-one sulfoxide and sulfone are EEC and EE processes, respectively, their radical anions are not planar, and the electrochemical oxidation of the title compounds is irreversible with consecutive oxidation of the sulfur atom, except for the sulfone, whose oxidation was not observed at the limit of the anodic potential (2.5V vs. s.c.e.).

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