The Photochemical Reaction of Diphenylacetylene with Enamines

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概要

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• The irradiation of a mixture of diphenylacetylene (I) and the enamine of the diethyl ketone (II) or of cyclopentanone (IV) gives two β,γ-unsaturated ketones, III and X respectively, in which the diphenylacetylene moiety is formally inserted into the respective enamine double bond under hydrogen migration. The reaction with the enamine of cyclohexanone (V) affords 2-(1,2-diphenylvinyl)cyclohexanone (XIII) as the major product in addition to the cycloadduct (XV). In each case, the formation of photodimers of I has been observed. The reaction is quenched by the addition of pyrene, is sensitized by triphenylene, and is supposed to proceed by way of a triplet path. The different routes of the enamine reactions can be explained by considering the geometry of the intermediate diradicals.

• 公益社団法人 日本化学会の論文

著者

• Miyamoto Norioki

  Department of Industrial Chemistry, Kyoto University

関連論文

• The Photochemical Reaction of Diphenylacetylene with Enamines

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