Previous work from our group has yielded an efficient and highly-scalable reaction that results in alkyl-functionalized porous silicon (por-Si) by way of a multimode microwave reactor. This microwave-assisted hydrosilylation reaction provides stable monolayers in a fraction of the time required by traditional reflux methods and in greater yield than catalyst-mediated room temperature reactions. Our current work seeks to apply microwave functionalization methodologies to the anchoring of catalytic transition metal complexes onto hydride-terminated por-Si. This was carried out through the functionalization of 11-bromo-1-undecene followed by subsequent transformations to yield various surface-bound phosphine linkers capable of binding transition metal species to the porous silicon support. Each surface modification step was characterized by transmission-mode FT-IR.  The activity and recyclability of the supported catalyst was tested via a palladium catalyzed [2+2+2]-cyclotrimerization microwave reaction of 2-butyne which was verified through 1H and 13C NMR spectroscopy.

Microwave functionalization of hydride-terminated porous silicon: Initial steps toward new solid-supported catalysts

241st National Meeting (2011)

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