Electrochemically catalyzed aromatic nucleophilic substitution. Phenoxide ion as nucleophile

…, C Amatore, C Combellas, J Pinson…

文献索引：Alam, Nayat; Amatore, Christian; Comballas, Catherine; Pinson, Jean; Saveant, Jean-Michel; et al. Journal of Organic Chemistry, 1988 , vol. 53, # 7 p. 1496 - 1504

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被引用次数: 50

摘要

Cyclic voltammetry and preparative-scale electrolysis of aryl halides in the presence of phenoxide ions, a nucleophile reputed as unreactive in Sml reactions, show the formation, in liquid ammonia or in dimethyl sulfoxide, of coupling products along an electrochemically catalyzed Sml aromatic substitution process. Coupling occurs at carbons of the phenyl ring rather than at the phenolic oxygen. The mechanism of the reaction is established on ...