Electrochemically induced nucleophilic substitution of perfluoroalkyl halides. An example of a dissociative electron-transfer-induced chemical reaction

M Medebielle, J Pinson, JM Saveant

Index: Medebielle, Maurice; Pinson, Jean; Saveant, Jean-Michel Journal of the American Chemical Society, 1991 , vol. 113, # 18 p. 6872 - 6879

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Citation Number: 43

Abstract

Abstract: Nucleophilic substitution of perfluoroalkyl halides can be induced electrochemically. The reaction mechanism is a slightly modified version of the classical SRNl mechanism in which the reaction is triggered by dissociative electron transfer, not involving the intermediacy of the anion radical of the substrate. Direct electrochemical induction is possible in principle with the iodides but not with the bromides because the ...