F. Barba et Jl. Delafuente, CATHODIC REDUCTION OF 1,2-DIBENZOYLCHLOROETHANE - FORMATION OF CYCLICDIMOLECULAR PRODUCTS, Journal of organic chemistry, 58(27), 1993, pp. 7685-7687
The electrochemical reduction of 1,2-dibenzoylchloroethane in aprotic
medium (DMF-LiClO4) on mercury cathode gives four dimeric products. Tw
o of them correspond to cyclic structures, 1-phenyl-c-2,t-3,c-4-triben
zoyl-r-1-cyclopentanol (41-43%) and 1-phenyl-c-2,c-3,t-4-tribenzoyl-r-
1-cyclopentanol (16-18%), and the other two were identified as the rac
emic and meso 1,6-diphenyl-3,4-dibenzoyl-1,6-butanediones (24-26 and 8
-10%, respectively). The dehydration of these products leads to the fo
rmation of furans, bisfurans, or cyclopentenes depending on the experi
mental conditions.