Chemistry Letters

Photochemical rearrangement of chlorinated dibenzo-p-dioxins. Regioselective carbon-oxygen bond homolysis from the singlet excited state, and carbon-chlorine …

T Kobayashi, J Shimada, C Kitahara, N Haga

Index: Kobayashi, Takanori; Shimada, Jun-Ichi; Kitahara, Chieko; Haga, Naoki Chemistry Letters, 2006 , vol. 35, # 4 p. 348 - 349

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Abstract

UV light irradiation of 1-chloro-, 2-chloro-, 1, 2-dichloro-, 2, 3-dichloro-, and 2, 7- dichlorodibenzo-p-dioxin in methanol leads to regioselective homolysis of carbon–oxygen bond from the singlet excited state to undergo rearrangement into chlorinated 2, 2′- biphenols. On the contrary, reaction from the triplet excited state of chlorinated dioxins results in selective formation of dechlorinated congeners without altering the dioxin ...