Friday, 6 October 2006
South Ballroom (Binghamton Regency Hotel and Conference Center)
328

Catalytic hydroboration of vinylphosphines as a route to phosphanyl(organyl)boranes

Sonia G. Thangavelu and Clare N. Muhoro. Towson University, Towson, MD

Phosphanyl(organyl)boranes are compounds that bear phosphine and borane termini bridged by a hydrocarbon chain. These unique molecules are potential monomers for Lewis acid-base polymer syntheses and as functional ligands to transition metal complexes. The purpose of our study is to develop an efficient synthetic route to several examples of phosphanyl(organyl)boranes and to fully characterize these compounds by multinuclear NMR spectroscopy and GC-M spectroscopy. Syntheses of these compounds utilize titanium (II) catalyzed hydroboration of diphenylvinylphosphine by three different boranes: catecholborane (HBcat), pinacolborane (HBpin), and 9-borabicyclononane (9-BBN). We report that metal-catalyzed hydroboration of vinylphosphines produces anti-Markovnikov phosphanyl(organyl)borane products in high yields. Preliminary data on efforts to utilize phosphanyl(organylboranes as ligands will also be presented.

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