
%0 Journal Article
%A Davis, Brian R. 
%A Hinds, Mark G. 
%T Synthetic, Structural and Vibrational Spectroscopic Studies in Bismuth(III) Halide/<emph type="2">N,N</emph>&#8242;-Aromatic Bidentate Base Systems. IV. Bismuth(III) Halide/<emph type="2">N,N</emph>&#8242;-Bidentate Ligand (1 : 1) Systems
%J Australian Journal of Chemistry
%D 1997/06/30
%V 50
%N 4
%P 309-320
%K 
%R https://doi.org/10.1071/C96107
%U https://www.publish.csiro.au/paper/C96107 
%X The generation of a number of 1,2-diarylcyclopropane-1,2-diols is reported. Reaction of these in situ with acid gives, primarily, an &#945;,&#946;-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 deprotonation. Such initial O-protonation contrasts with the C-protonation normally observed in the acidolysis of cyclopropanols and other dialkyl- and alkylaryl-cyclopropane-1,2-diols. 
