Silicon-carbon unsaturated compounds: XL. Photolysis of 1,4-bis(2-phenyltetramethyldisilanyl)-benzene☆

Add time:09/05/2019    Source:sciencedirect.com

The photolysis of 1,4-bis(2-phenyltetramethyldisilanyl)benzene (1) in the presence of isobutene in benzene gave 4-(isobutyldimethylsilyl)-1-(2-phenyltetramethyldisilanyl)-3-(dimethylphenylsilyl)benzene, 2-(isobutyldimethylsilyl)-1-{dimethyl[4-(2-phenyltetramethyldisilanyl)phenyl]silyl}benzene, and 1,4-bis(isobutyldimethylsilyl)-2,5-bis(dimethylphenylsilyl)benzene in 49, 4 and 12% yields, respectively, along with small amounts of 1-(2-phenyltetramethyldisilanyl)-4-(dimethylphenylsilyl)benzene (5a), 4-dimethylsilyl-1-(2-phenyltetramethyldisilanyl)benzene (6), dimethylphenylsilane (7) and dimethyldiphenylsilane (8a). Irradiation of 1 in the absence of isobutene afforded 5a (2% yield), 6 (less than 1% yield), 7 (2% yield) and 8a (3% yield). Similar irradiation of 1 in deuteriobenzene produced a mixture of 5a and 4-[(pentadeuteriophenyl)dimethylsilyl]-1-(2-phenyltetramethyldisilanyl)benzene, in addition to 6, 7 and (pentadeutertiophenyl)dimethylphenylsilane.

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