Electroreductive dehalogenation of chlorinated aromatic ethers. Unexpected electrogenerated base-catalyzed reactions

M Kimura, H Miyahara, N Moritani…

Index: Kimura, Makoto; Miyahara, Hiroyoshi; Moritani, Noriyuki; Sawaki, Yasuhiko Journal of Organic Chemistry, 1990 , vol. 55, p. 3897 - 3902

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Citation Number: 21

Abstract

The electroreductive dehalogenation of several mono-and polychlorinated aromatic ethers that serve as models of dioxins has been studied. The dechlorination was achieved by a simple constant-current electrolysis using a lead cathode in dimethylformamide. It was shown that 2, 4, 6-trichloroanisole undergoes successive dechlorination and the chlorine in the 2-position is selectively eliminated. Competitive reactions and cyclic voltammetric ...