Electrogenerated Cationic Reactive Intermediates: The Pool Method and Further Advances

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 partn...

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Veröffentlicht in:Chemical reviews 2018-05, Vol.118 (9), p.4702-4730
Hauptverfasser: Yoshida, Jun-ichi, Shimizu, Akihiro, Hayashi, Ryutaro
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0009-2665
1520-6890
DOI:10.1021/acs.chemrev.7b00475