Electrochemical synthesis of isothiocyanogen and its reactivity in thiocyanation reactions

IF 5.5 3区 材料科学 Q1 ELECTROCHEMISTRY
Yuriy N. Kozyrev , Andrey S. Mendkovich , Vladimir A. Kokorekin , Victor B. Luzhkov , Alexander I. Rusakov
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引用次数: 0

Abstract

The electrochemical oxidation of (iso)thiocyanic acid was studied for the first time by complex of experimental (cyclic voltammetry, controlled potential electrolysis) and theoretical (digital simulations, quantum chemical calculations) methods.
We unexpectedly discovered that electrooxidation of (iso)thiocyanic acid leads to isothiocyanogen (and not to thiocyanogen, as in the oxidation of thiocyanate salts). It is the first case where isothiocyanogen was synthesized in solution under mild conditions. The reactivity of isothiocyanogen has been evaluated using indole thiocyanation as a model reaction. The high yield of 3-thiocyanato-1H-indole (93 %) obtained in this process underscores its practical interest.

Abstract Image

Abstract Image

异硫氰化物的电化学合成及其在硫氰化反应中的反应性
首次采用循环伏安法、控制电位电解法等实验方法和数模模拟、量子化学计算等理论方法相结合的方法研究了硫氰酸的电化学氧化过程。我们意外地发现(异)硫氰酸的电氧化会导致异硫氰酸原(而不是硫氰酸盐氧化时的硫氰酸原)。这是首次在温和条件下在溶液中合成异硫氰原。以吲哚硫氰化反应为模型反应,评价了异硫氰化原的反应活性。该工艺制备的3-硫氰酸酯- 1h -吲哚收率高达93%,突出了其实际应用价值。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Electrochimica Acta
Electrochimica Acta 工程技术-电化学
CiteScore
11.30
自引率
6.10%
发文量
1634
审稿时长
41 days
期刊介绍: Electrochimica Acta is an international journal. It is intended for the publication of both original work and reviews in the field of electrochemistry. Electrochemistry should be interpreted to mean any of the research fields covered by the Divisions of the International Society of Electrochemistry listed below, as well as emerging scientific domains covered by ISE New Topics Committee.
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