Australian Journal of Chemistry

Synthetic, Structural and vibrational spectroscopic studies in bismuth (III) halide/N, N′-aromatic bidentate base systems. IV. Bismuth (III) halide/N, N′-bidentate …

BR Davis, MG Hinds

Index: Davis, Brian R.; Hinds, Mark G. Australian Journal of Chemistry, 1997 , vol. 50, # 4 p. 309 - 319

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Citation Number: 10

Abstract

Abstract The generation of a number of 1, 2-diarylcyclopropane-1, 2-diols is reported. Reaction of these in situ with acid gives, primarily, an α, β-unsaturated ketone in which the aryl substituent attached to the double bond is that which is best able to stabilize a benzylic cation. It is proposed that the reaction proceeds by O-protonation of the cyclopropane-1, 2- diol, followed by loss of water and opening of the resulting cyclopropyl cation and final ...

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