The radical cleavage of the carbon-cobalt bond of 1-phenyl-2-oxocyclopentylmethyl cobaloxime (1) and 1-ethoxycarbonyl-2-oxocyclopentylmethyl cobaloxime (2) gave only 3-phenylcyclohex-2-enone (7) and 3-ethoxycarbonylcyclohex-2-enone (8), respectively, by acyl migration. This rearrangement may be a reasonable mimicry of the ester migration mediated by coenzyme-B12.
Photolysis of 2,2-diphenyl-2-hydroxyethyl cobaloxime in the absence of oxygen gave deoxybenzoin, with phenyl rearrangement, and 1,1-diphenylethanol, with hydrogen abstraction, in various solvents. Thermolysis gave the similar results but the formation of 1,1-diphenylethylene becomes a major process.
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