Previous studies on organosilicon-based cross-coupling reactions

2 Previous Studies on Organosilicon-based Cross-coupling Reactions 

To enhance the polarity of a C-Si bond, Kumada and Tamao introduced five fluorine atoms on silicon and demonstrated that pentafluorosilicates underwent the palladium-catalyzed 

The same reaction conditions were applied to the coupling reaction of Trimethyl(vinyl)silane [Eq.(3)] with limited success [3]. Thus, the mechanism of these silicon-based reactions appears to be different from those of the cross-coupling reactions using the main-group metal reagents. 

To facilitate the coupling reaction of alkenylsilanes, benzenediazonium salts could be employed in place of aryl halides [4]. However, the coupling reaction is sometimes accompanied by the formation of regioisomers [Eq.(4)J. This fact is ascribed to a mechanism that involves carbopalladation of an arylpalladium complex to alkenylsilanes followed by elimination of the silyl group and the palladium metal, as is the case in Heck-type reactions. 

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Previous studies on organosilicon-based cross-coupling reactions. . . 421... 

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