Abstract

The redox reactions of organic trisulfides containing various hydrocarbon groups with alkenes in aprotic solvents were studied. The electrooxidation of trisulfides proceeds irreversibly by the ECE mechanism, with formation of sulfur-centered RS⁺ and RSS⁺ intermediates. The generated cations enter into electrophilic addition reactions with alkenes, forming asymmetric di- and monosulfides. The electrochemical reduction of trisulfides leads to the formation of a radical anion, which is fragmented into the RSS anion and RS radical. In the presence of acetic acid, the cathodic activation of trisulfides is accompanied by the formation of alkyl and phenyl hydrodisulfides (RSSH).

中文翻译：

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与烯烃反应的有机三硫化物的氧化还原性质和反应活性

摘要

研究了质子惰性溶剂中含有各种烃基的有机三硫化物与烯烃的氧化还原反应。三硫化物的电氧化通过ECE机理不可逆地进行，形成了以硫为中心的RS ⁺和RSS ⁺中间体。生成的阳离子与烯烃进行亲电加成反应，形成不对称的二硫化物和一硫化物。三硫化物的电化学还原导致自由基阴离子的形成，该自由基阴离子被分成RSS阴离子和RS自由基。在乙酸的存在下，三硫化物的阴极活化伴随着烷基和苯基氢二硫化物（RSSH）的形成。