
TY  - JOUR
A1  - Davis, Brian R. 
A1  - Hinds, Mark G. 
T1  - 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
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1997
VL  - 50
IS  - 4
SP  - 309
EP  - 320
KW  - 
UR  - https://doi.org/10.1071/C96107 
N2  - 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. 
ER  -

