Bulletin of the Chemical Society of Japan p. 2549 - 2554 (1990)
Update date:2022-08-11
Topics:
Kijima, Masashi
Miyamori, Kiyokatsu
Nakamura, Tomoko
Sato, Takeo
The reactivity of photoactivated organocobaloxime was investigated by the reaction of thiol.Alkyl(pyridine)cobaloxime and ethyl mercaptoacetate were irradiated with a tungsten lamp under anaerobic conditions in an organic solvent to give ethyl alkylthioacetate, diethyl 2,2'-dithioacetate, and ethoxycarbonylmethylthiocobaloxime.Mechanistic investigations were carried out to determine the reaction course.Sulfide was assumed to be produced via a homolytic substitution between alkylcobaloxime and disulfide formed during the reaction.Disulfide was formed from thiol catalytically in the presence of cobaloxime under anaerobic conditions.Homolytic methyl-transfer scarcely occurred from methylcobaloxime into thiol.
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