Mechanistic Understanding of Electrocatalytic Vinylcyclopropane Rearrangement
Mechanistic Understanding of Electrocatalytic Vinylcyclopropane Rearrangement
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DOI：
10.1002/ejoc.202201022
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发表时间：
2022-10-26
影响因子：
2.8
通讯作者：
Okada, Yohei
中科院分区：
文献类型：
--
作者：
Horiguchi, Genki;Okada, Yohei
由电化学法引起的电子催化反应，即电催化反应，是有机化学合成中的一个研究热点。由于一些电解参数(电流、电位和库仑量)可以监测和控制，而且电化学测量技术也很成熟，所以我们可以从机理上深入了解电子催化(电催化)反应。利用这些优点，我们研究了自由基阳离子乙烯基环丙烷重排反应。所需的重排是通过催化库仑量进行的。合成结果和电化学测试结果表明，阳极区的重排是通过自由基阳离子链机制进行的。电催化重排的关键是底物的结构。
Electron-catalyzed reactions induced by electrochemical methods, i. e., electrocatalytic reactions, are a focus of interest in organic chemical synthesis. Since some electrolysis parameters (current, potential and coulomb amount) can be monitored and controlled and electrochemical measurement techniques are well established, we can obtain mechanistic insights into electron-catalyzed (electrocatalytic) reactions. Using these advantages, we have investigated radical cation vinylcyclopropane rearrangements. The desired rearrangement proceeded by a catalytic coulomb amount. The synthetic outcomes and electrochemical measurements suggested that the rearrangement proceeded at the anode region via a radical cation chain mechanism. The key to the electrocatalytic rearrangement was the structure of the substrate.