Tris silane with alkyl bromide

Amino) (alkyl) (fluoro)[bis(trimethylsilyl)methyl]silanes [365] have been obtained by allowing the lithiated tris(trimethylsilyl)methane to react first with trifluoroorga-nosilane and then with lithium bromide. 

The reduction of alkyl hahdes has been important in many syntheses. Sodium cyanoborohydride in HMPA will reduce alkyl iodides, bromides, and tosylates selectively in the presence of ester, amide, nitro, chloro, cyano, alkene, epoxide, and aldehyde groups [118]. Tri-n-butyltin hydride will replace chloro, bromo, or iodo groups with hydrogen via a free radical chain reaction initiated by thermal decomposition of AIBN [119]. Other functionality such as ketones, esters, amides, ethers, and alcohols survive unchanged. The less toxic tris(trimethylsilyl) silane can be used similarly [120]. 

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