Abstract
Diphenylketene (I) dissolved in certain organic solvents was photolysed by means of a 200 W high pressure mercury lamp in a quartz immersion tube and the products separated and indentified. Cyclohexene, toluene, diethyl ether or benzyl methyl ether as a solvent gave diphenylmethylated derivatives (VI) in fair yields, while in tetrahydrofuran, surprisingly, a diphenylacetylated product (IV) was obtained, 1,1,2,2-tetraphenylethane (VII) and coupling products of solvent radicals (VII) were also produced. 1,1-Diphenylethylene as a solvent gave an adduct, 1,1,2,2-tetraphenylcyclopropane. In anisole, benzene or carbon tetrachloride solution the only photolysis product identified was benzophenone. Some of these products could be accounted for by assuming the formation of diphenylmethylene (II), which is a typical triplet. The formation of crossed dimerization products (VI) and of a acylated products (IV), however, requires another mechanism which would supposedly involved the intermediacy of radical pairs III or V.
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