Yoshida Jun-Ichi, Shimizu Akihiro, Hayashi Ryutaro
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering , Kyoto University , Nishikyo-ku , Kyoto 615-8510 , Japan.
Chem Rev. 2018 May 9;118(9):4702-4730. doi: 10.1021/acs.chemrev.7b00475. Epub 2017 Oct 27.
Electrochemistry serves as a powerful method for generating reactive intermediates, such as organic cations. In general, there are two ways to use reactive intermediates for chemical reactions: (1) generation in the presence of a reaction partner and (2) generation in the absence of a reaction partner with accumulation in solution as a "pool" followed by reaction with a subsequently added reaction partner. The former approach is more popular because reactive intermediates are usually short-lived transient species, but the latter method is more flexible and versatile. This review focuses on the latter approach and provides a concise overview of the current methods for the generation and accumulation of cationic reactive intermediates as a pool using modern techniques of electrochemistry and their reactions with subsequently added nucleophilic reaction partners.
电化学是生成诸如有机阳离子等活性中间体的有力方法。一般来说,利用活性中间体进行化学反应有两种方式:(1)在反应伙伴存在的情况下生成;(2)在没有反应伙伴的情况下生成,在溶液中作为“库”积累,随后与后续添加的反应伙伴反应。前一种方法更受欢迎,因为活性中间体通常是寿命短暂的瞬态物种,但后一种方法更灵活、用途更广。本综述聚焦于后一种方法,并简要概述了利用现代电化学技术将阳离子活性中间体作为库进行生成和积累的当前方法,以及它们与后续添加的亲核反应伙伴的反应。