Silicon organosilicon reagents

One of the earliest synthetic uses of organosilicon reagents was the silicon equivalent of writing reaction called Peterson Reaction. 

Coupling of functional groups onto the walls of mesoporous silica materials can also be achieved by surfactant-templated assembly of an organosilicon alkoxide and silicon alkoxide reagents. Recent reports that use this synthetic strategy include hybrids of methacrylate-mesoporous silica [104], phenyl-amino (thiol or allyl)-mesoporous silica [105], and organic chromo-phore-mesoporous silica [106]. 

Colvin, E. W. Recent synthetic applications of organosilicon reagents. Chemistry of Organic Silicon Compounds 1998, 2,1667-1685. 

Under catalysis by fluoride ions, tert-butylate or other Lewis bases [70], McjSiCLj can transfer "CLj equivalents in high yields to a large variety of electrophilic substrates. The mechanism of this transfer involves the formation of carbanionoid alkoxy trimethyl trifluoromethyl siliconate species, which add their trifluoromethyl moiety to carbonyl groups in a self-activating chain reaction which is initiated by a small amount of fluoride ions (5-10 mol%) [65] (Scheme 2.127). Some of the intermediate siliconate species have been isolated and characterized either by NMR or X-ray crystallography [71, 72]. Remarkably, in contrast with most other organosilicon reagents the addition reaction cannot be initiated by Lewis acid catalysts. 

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