Helvetica chimica acta

Stereochemistry of Dehydrogenation of 1, 4,??Cyclohexadiene with 2, 3??Dichloro??5, 6??dicyano??p??benzoquinone

P Müller, D Joly, F Mermoud

Index: Mueller, Paul; Joly, Daniel; Mermoud, Francois Helvetica Chimica Acta, 1984 , vol. 67, # 1 p. 105 - 112

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Citation Number: 7

Abstract

Abstract cis-and trans-(3, 6-D 2)-1, 4-cyclohexadienes 1a and 1b have been synthesized from cis-3, 4-dichlorocyclobutene (5). Aromatization to benzene with DDQ is cis- stereospecific with an uncertainty of 5%. This result is discussed in relation to concerted or stepwise mechanisms for aromatization of 1, 4-dihydroaromatics with 2, 3-dichloro-5, 6- dicyano-p-benzoquinone (DDQ).