PHOTOCHEMICALLY GENERATED SILICON-CARBON DOUBLE-BONDED INTERMEDIATES .10. PHOTO-CHEMICAL BEHAVIOR OF 1-DISILANYLNAPHTHALENES AND 2-DISILANYLNAPHTHALENES

被引:34
作者
ISHIKAWA, M [1 ]
ODA, M [1 ]
MIYOSHI, N [1 ]
FABRY, L [1 ]
KUMADA, M [1 ]
YAMABE, T [1 ]
AKAGI, K [1 ]
FUKUI, K [1 ]
机构
[1] KYOTO UNIV,FAC ENGN,DEPT HYDROCARBON CHEM,KYOTO 606,JAPAN
关键词
D O I
10.1021/ja00510a028
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photolysis of 1-pentamethyldisilanyl-, 1-(1ʹ-phenyltetramethyldisilanyl)-, and 1-(2ʹ-phenyltetramethyldisilanyl)naphthalene and 2-pentamethyldisilanyl-and 2-(2ʹ-phenyltetramethyldisilanyl)naphthalene has been investigated. Irradiation of 1-disilanylnaphthalenes in the presence or absence of a trapping agent afforded isomers, 1-hydrosilyl-2-silylnaphthalenes, via photochemical formation of the silicon-carbon double-bonded intermediate, followed by an intramolecular 1, 3-hydrogen shift. From photolysis of 2-disilanylnaphthalenes in the presence of a trapping agent, however, addition products, which could be formed from the reaction of the unsaturated silicon species with the trapping agent, were obtained. The CNDO/2 calculations have been carried out on 1-perhydrodisilanyl-and 2-perhydrodisilanylnaphthalene and also on the silicon-carbon double-bonded intermediates produced from the disilane derivatives. © 1979, American Chemical Society. All rights reserved.
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页码:4612 / 4618
页数:7
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