Photochemically generated silicon-carbon double-bonded intermediates VIII. Photolysis of phenyldisilane derivatives in the presence of olefins |
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Authors: | Mitsuo Ishikawa Takamasa Fuchikami Makoto Kumada |
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Institution: | Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, 606 Japan |
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Abstract: | Photolysis of phenylpentamethyldisilane, 1,1-diphenyltetramethyldisilane and 1-isopropyl-1-phenyltetramethyldisilane in the presence of a wide variety of olefins has been studied. All reactions investigated, with the exception of those with 1-methylcyclohexene and tetramethylethylene, afforded the corresponding 1/1 addition products. Yields of the adducts depended highly on the structure of the olefins used. In the photolysis of phenylpentamethyldisilane in the presence of an equimolar mixture of 1,1- and 1,2-bis(trimethylsilyl)ethene under competitive reaction conditions, the main product was the one arising from the 1,1-isomer. A possible mechanism for the process of addition of olefin to the photochemically generated silicon-carbon double-bonded intermediate (A) is discussed. |
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