Cycloaddition reactions of aldehydes to tetramesityldisilene and tetramesitylgermasilene: Evidence for a biradical intermediate

被引：25

作者：

Dixon, CE

Hughes, DW

Baines, KM ^{[1
]}

机构：

[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada

[2] McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1998年 / 120卷 / 43期

关键词：

D O I：

10.1021/ja9812002

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The mechanism of the addition of aldehydes to disilenes and germasilenes was investigated by examining the reaction between trans-(2-phenylcyclopropyl)carboxaldehyde and tetramesityldisilene or tetramesitylgermasilene. [Dimesityl(2-cis-4-trans-1-oxa-5-phenylpentadienyl)silyl] dimesitylsilane (1) and 2,2,3,3-tetramesityl-4-phenyloxa-2,3-disilacyclohept-6-ene (2) were formed in the reaction between the aldehyde and the disilene, and the analogous [dimesityl(2-cis-4-trans-1-oxa-5-phenylpentadienyl)silyl] dimesitylgermane (4) and 2,2,3,3-tetramesityl-4-phenyloxa-2,3-silagermacyclohept-6-ene (5) were formed in reaction with the germasilene. It is proposed that compounds 1, 2, 4, and 5 are the result of either disproportionation or ring closure of an intermediate biradical derived from initial bond formation between the oxygen atom of the aldehyde and the doubly bonded silicon atom of the dimetallene.

引用

页码：11049 / 11053

页数：5

共 43 条

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