Abstract
Tris(trimethylsily1)silane is an effective reducing agent for organic halides, selenides, xanthatee, and isocyanide, as well as an effective hydrosilylating agent for dialkyl ketones and alkenes. The silane functions as a mediator in the formation of intermolecular carbon-carbon bonds via radicals and allows a variety of organic substrates to be used as alkyl radical percursors. Absolute rate constants for the reaction of (MeSSi),@' radicals with a variety of organic compounds have been measured in solution by laser flash photolysis. At 294 K rate constants are >5 X 10' M-' s-l for C=C double bonds that are activated by neighboring ?r-electron systems or by electron-withdrawing groups. For other substrates, reactivities decreased in the order xanthate > selenide > isocyanide > nitro > sulfide.
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