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Abstract:
Finely dispersed titanium on graphite, prepared from titanium trichloride and lamellar potassium-graphite, is a highly reactive and universally applicable McMurry reagent, which efficiently couples aryl and alkyl carbonyl and dicarbonyl compounds to alkenes and cycloalkenes, respectively. The closely related reagent derived from titanium tetrachloride distinguishes between aromatic and aliphatic educts, the latter of which stop at the pinacol stage. Thus, use of the appropriate reagent allows McMurry as well as pinacol reductions of aliphatic carbonyl compounds.
