Functionalization of octavinylsilsesquioxane by ruthenium-catalyzed silylative coupling versus cross-metathesis

被引:83
作者
Itami, Y [1 ]
Marciniec, B [1 ]
Kubicki, M [1 ]
机构
[1] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland
关键词
metathesis; ruthenium; silsesquioxanes; silylative coupling; vinylsilanes;
D O I
10.1002/chem.200305433
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Functionalization of octavinylsilsesquioxane (Vi(8)T(8), 1) by two reactions catalyzed by ruthenium complexes is reported: a silylative coupling reaction catalyzed by [RuHCl(CO)(PCy3)(2)] (1) and cross-metathesis catalyzed by first- (11) and second-generation (111) Grubbs' catalysts. The two reactions of I with styrene take place highly regio- and stercoselectively (the X-ray structure of the product 2 has also been obtained); the cross-metathesis of 1-hexene and allyltrimethylsilane occurs quite effectively, whereas the silylative coupling with these compounds gives a mixture of isomers. Functionalization of I with heteroatom-substituted vinyl derivatives (Si, O, N) by silylative coupling reaction has been found to be highly efficient, but cross-metathesis appears to be the more effective method for the synthesis of S-substituted vinyl-silsesquioxane.
引用
收藏
页码:1239 / 1248
页数:10
相关论文
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