Due to a number of drawbacks inherent in transition-metal-catalyzed cross-coupling of organometallic reagents with organic halides, organosilicon compounds have emerged as highly competitive alternatives. The lack of toxicity, high chemical stability, and low molecular weight of organosilanes make them ideal for use as nucleophilic partners in cross-coupling with organic halides and pseudohalides.
Generally, the conditions for the construction of new C-C bonds via palladium catalyzed cross-coupling of organosilanes are mild, but do require a nucleophilic promoter to provide high yields of the desired cross-coupling products. The byproducts of the cross-coupling reaction are polysiloxanes, which can be easily removed by conventional methods such as chromatography (silica gel or reverse-phase) or distillation.
Sigma-Aldrich is proud to offer a large variety of organosilane compounds that are highly competent coupling partners for the palladium-catalyzed cross-coupling reaction.