Helvetica Chimica Acta

An Oxidative Rearrangement of 6??Phenylbicyclo [3.2. 0] heptan??6??ol to 1, 1′??Biphenyl??Carbaldehydes: A Mechanistic Study

M Ceylan, E Fındık, H Seçen

Index: Ceylan, Mustafa; Findik, Esra; Secen, Hasan Helvetica Chimica Acta, 2008 , vol. 91, # 3 p. 559 - 568

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Citation Number: 3

Abstract

Abstract Acid-catalyzed rearrangement of 6-phenylbicyclo [3.2. 0] heptan-6-ol gave 1, 1′- biphenyl and 1, 1′-biphenyl-carbaldehydes in small amounts as well as the expected rearrangement products. A detailed study of the reaction mechanism revealed that the conversion occurs via an oxidative process through the consecutive formation of cycloheptadienes, cycloheptatrienes, and 1, 1′-biphenyls. The acid-catalyzed ...