✦ LIBER ✦

Electrochemical reduction of α-unsaturated carbonyl compounds—VIII. Cleavage of aryltritylketones in aprotic dimethylformamide

✍ Scribed by Jacques Delaunay; Armelle Orliac-Le Moing; Jacques Simonet

Publisher: Elsevier Science
Year: 1985
Tongue: English
Weight: 184 KB
Volume: 30
Category: Article
ISSN: 0013-4686
DOI: 10.1016/0013-4686(85)80181-x

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✦ Synopsis

Aryltritylketones ArCOR were reduced in aprotic deoxygenated dimethylformam ide. Product distribution after electrolysis showed the formation of a diester involving the solvent and the formation of ACO' provoked by the seission of the C-C bond of the anion radical. This kind of cleavage is somewhat different to that of the carbinol (two-electron reduction of the title compound) in the presence of electrogenerated bases which affords the corresponding aldchyde ArCOH.

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