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Updated: Aug 18, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Dechlorination of polychlorinated organic compounds by electrochemical reduction with naphthalene radical anion as
Atsushi Matsunaga1, Akio Yasuhara
1The National Institute for Environmental Studies, 16-2 Onogawa, Tsukuba, Ibaraki 305-0053, Japan. matsunaga.atsushi@nies.go.jp
Abstract:
Electrochemical reduction with electrochemically generated naphthalene radical anion in N,N-dimethylformamide was applied to the dechlorination of five representative POPs, namely HCB, lindane, DDT, PCP and aldrin. Rapid and complete dechlorination was possible for lindane and DDT to give nearly quantitative yields of benzene and 1,1-diphenylethane, respectively. HCB was reduced through complex reaction pathways to yield unknown products. Dechlorination of PCP and aldrin beyond dichlorinated compounds was difficult because of their very negative reduction potential. The reaction pathways for each dechlorination were proposed with the identification of intermediates.
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