User-friendly palladium-N-heterocyclic carbene (NHC) complexes for coupling reactions: Employing a throw away ligand approach

ORGN 372

Christopher J. O'Brien, organ@yorku.ca, Niloufar Hadei, organ@yorku.ca, Eric Assen B. Kantchev, organ@yorku.ca, and Michael G. Organ, organ@yorku.ca. Department of Chemistry, York University, 4700 Keele Street, Toronto, ON M3J 1P3, Canada
During the last 30 years the development of palladium catalyzed coupling reactions has transformed the way bonds are created. However, most protocols involve insitu formation of the catalyst; active palladium (0) complexes that can be isolated are unstable and normally decompose with time. Therefore, the development of a user-friendly catalyst or pre-catalyst that could be utilized in a variety of palladium catalyzed procedures, for example; C-C coupling (ranging from aryl-aryl to alkyl-alkyl), Buchwald-Hartwig and Heck reactions would be a significant step forward. We report here, air and moisture stable Pd-NHC complexes 1, 2 and 3 that employ a throw away ligand approach, can be used in various palladium catalyzed processes. These pre-catalysts significantly enhance the appeal of palladium catalyzed chemistry by requiring no special handling both in their synthesis or use.

 

Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005