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Photolysis of 2,6-diphenyl-4h-pyran-4-thione and 2,6-diphenyl-4h-thiopyran-4-thione
Authors:N Ishibe  M Sunami  M Odani
Institution:Department of Chemistry, Kyoto Institute of Technology, Matsugasaki, Kyoto 606, Japan
Abstract:Photolysis of 2,6-diphenyl-4H-pyran-4-thione and 2,6-diphenyl-4H-thiopyran-4-thione resulted in desulfurization and furnished 2,2′,6,6′-tetraphenyl-4,4′-di(pyranylidene) and 2,2′,6,6′-tetraphenyl-4,4′-di(thiopyranylidene) as the products. The mechanism was studied by quantum yield measurements. In dioxane, the quantum yield of di(pyranylidene) formation was concentration-dependent, while in benzene, it was independent of the concentration. The photoreaction proceeds via the triplet state of 2,6-diphenyl-4H-pyran-4-thione and 2,6-diphenyl-4H-thiopyran-4-thione and the H atom abstraction from solvents appears to be a key step in the formation ofdi(pyranylidene).
Keywords:Author to whom correspondence should be addressed  Dow Chemical Co    Research and Development Laboratory  Freeport  Texas 77541  U  S  A  
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