Nonaromatization reactions of bicyclo [2.2. 0] hexa-2, 5-diene (Dewar benzene)

EE Van Tamelen, D Carty

Index: van Tamelen,E.E.; Carty,D. Journal of the American Chemical Society, 1971 , vol. 93, # 23 p. 6102 - 6110

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Citation Number: 19

Abstract

Abstract: A series of diverse, but representative, reactions of bicyclo [2.2. 0] hexa-2, 5-diene (Dewar benzene)(1) have been carried out. These reactions include the conversion of 1 to (1) dibromides 13 and 14, as well as two tetrabromides, by appropriate amounts of molecular bromine,(2) monoepoxide 20, by m-chloroperbenzoic acid,(3) tetrol24, by osmium tetroxide, followed by reduction of the osmate ester,(4) the PdClz coordination compound ...