Murdoch University Research Repository

Welcome to the Murdoch University Research Repository

The Murdoch University Research Repository is an open access digital collection of research
created by Murdoch University staff, researchers and postgraduate students.

Learn more

Reduction of vicinal dihalides. I. The electrochemical reduction of meso and (±)-1,2-Dibromo-1,2-diphenylethane

Fawell, P., Avraamides, J. and Hefter, G. (1990) Reduction of vicinal dihalides. I. The electrochemical reduction of meso and (±)-1,2-Dibromo-1,2-diphenylethane. Australian Journal of Chemistry, 43 (8). pp. 1421-1430.

Link to Published Version: http://dx.doi.org/10.1071/CH9901421
*Subscription may be required

Abstract

The mechanism of the electrochemical dehalogenation of organic vicinal dihalides has been examined in acetonitrile by using meso- and (±)-1,2-dibromo-1,2-diphenylethane. Reduction potentials and product distributions obtained from the isomeric dibromides could not be accommodated within a mechanism involving a concerted addition of two electrons. However, these results can be explained by a stepwise addition of electrons, allowing the possibility of bond rotation at an intermediate stage. The product distributions obtained from the reduction of the (±)- dibromide were found to be potential-dependent, a result not previously observed for this compound, but consistent with a stepwise mechanism.

Item Type: Journal Article
Murdoch Affiliation: School of Mathematical and Physical Sciences
Publisher: Commonwealth Scientific and Industrial Research Organization Publishing
Copyright: © CSIRO 1990
URI: http://researchrepository.murdoch.edu.au/id/eprint/15957
Item Control Page Item Control Page