Photoelectrochemical dehalogenation of p-halo-nitrobenzenes

The efficient dehalogenation of aromatic substrates by electrochemical means is of potential synthetic value given the possibility of controlled and selective halide loss at low temperatures. Mechanistically the general picture which has emerged is that whereas alkyl halides undergo one-electron re...

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Detalhes bibliográficos
Principais autores: Compton, R, Dryfe, R, Fisher, A
Formato: Journal article
Idioma:English
Publicado em: 1993
Descrição
Resumo:The efficient dehalogenation of aromatic substrates by electrochemical means is of potential synthetic value given the possibility of controlled and selective halide loss at low temperatures. Mechanistically the general picture which has emerged is that whereas alkyl halides undergo one-electron reduction with simultaneous carbon-halogen cleavage, aryl halides follow a sequential route in which bond breaking follows electron transfer and radical anions of varying stability are formed as intermediates. The purpose of the work described in this preliminary note is to study whether photochemical activation of the electrogenerated radical anion intermediates can usefully influence the course of reaction.