Dynamics of bond breaking in ion radicals. Mechanisms and reactivity in the reductive cleavage of carbon-fluorine bonds of fluoromethylarenes

CP Andrieux, C Combellas, F Kanoufi…

Index: Andrieux, Claude P.; Combellas, Catherine; Kanoufi, Frederic; Saveant, Jean-Michel; Thiebault, Andre Journal of the American Chemical Society, 1997 , vol. 119, # 40 p. 9527 - 9540

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Citation Number: 61

Abstract

The reductive cleavage mechanism and reactivity of the carbon-fluorine bonds in fluoromethylarenes are investigated, in liquid ammonia and in DMF, by means of cyclic voltammetry and/or redox catalysis as a function of the number of fluorine atoms and of the structure of the aryl moiety. The reduction of the trifluoro compounds, eventually leading to complete defluorination, involves the di-and monofluoro derivatives as intermediates. ...