Author:
Fournier Françoise,Fournier Michel
Abstract
The pinacolisation of ketones is enhanced when a bivalent transition metal cation is present. This phenomenon is general and occurs with Cr2+, Mn2+, Fe2+, Co2+, Zn2+ but not with Ni2+. The cathodic reduction leads to α-glycols with a good yield, without any resin production, and at a less negative potential than that of the ketone itself. The distribution of all isolated compounds is dependent on the Lewis character-acidity and complexing power of the metallic cation. Thus, for the dimerization, the greatest specificity is generally observed when Fe2+ is present. For the chalcone, the better stereoselectivity is obtained with Zn2+. No evidence of initial carbonyl complex of the metal ion was shown.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
26 articles.
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