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Effective metal-free electrooxidative thiocyanation of anilines

Vladimir Mikhailovich Khodonov 1, 2
Vladimir Mikhailovich Khodonov
, 
Anastasya S Kudinova 1, 2
Anastasya S Kudinova
, 
Vladimir Alekseevich Kokorekin 1, 2, 3
Vladimir Alekseevich Kokorekin
, 
Vladimir Anushavanovich Petrosyan 1
Vladimir Anushavanovich Petrosyan
, 
Mikhail Petrovich Egorov 1
Mikhail Petrovich Egorov
10.1016/j.mencom.2022.01.030
Published 2022-01-03
Communication , Volume 32, Issue 1, 94-96
4
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Khodonov V. M. et al. Effective metal-free electrooxidative thiocyanation of anilines // Mendeleev Communications. 2022. Vol. 32. No. 1. pp. 94-96.
GOST all authors (up to 50) Copy
Khodonov V. M., Kudinova A. S., Kokorekin V. A., Petrosyan V. A., Egorov M. P. Effective metal-free electrooxidative thiocyanation of anilines // Mendeleev Communications. 2022. Vol. 32. No. 1. pp. 94-96.
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TY - JOUR
DO - 10.1016/j.mencom.2022.01.030
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.030
TI - Effective metal-free electrooxidative thiocyanation of anilines
T2 - Mendeleev Communications
AU - Khodonov, Vladimir Mikhailovich
AU - Kudinova, Anastasya S
AU - Kokorekin, Vladimir Alekseevich
AU - Petrosyan, Vladimir Anushavanovich
AU - Egorov, Mikhail Petrovich
PY - 2022
DA - 2022/01/03
PB - Mendeleev Communications
SP - 94-96
IS - 1
VL - 32
ER -
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@article{2022_Khodonov,
author = {Vladimir Mikhailovich Khodonov and Anastasya S Kudinova and Vladimir Alekseevich Kokorekin and Vladimir Anushavanovich Petrosyan and Mikhail Petrovich Egorov},
title = {Effective metal-free electrooxidative thiocyanation of anilines},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.030},
number = {1},
pages = {94--96},
doi = {10.1016/j.mencom.2022.01.030}
}
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Khodonov, Vladimir Mikhailovich, et al. “Effective metal-free electrooxidative thiocyanation of anilines.” Mendeleev Communications, vol. 32, no. 1, Jan. 2022, pp. 94-96. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.030.

Keywords

anilines
aryl thiocyanates
C–H thiocyanation
cyclic voltammetry
electrosynthesis

Abstract

An original anodic C–H thiocyanation of anilines with NH4SCN has been developed, allowing to obtain the products in 88–98% yields under potentiostatic diaphragm electrolysis on glassy carbon electrodes at Eanode = 0.60 V and moderate consumption of electricity. The preliminary voltammetric analysis included the assessment of the changes in the thiocyanate ion curve after the addition of aniline, as well as the measurements of the potentials of the reagents and products, which gave insight into mechanisms of the process (formation of thiocyanate radical and thiocyanogen) and was necessary for its optimization.

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