Towards a computed structure database: Modular and systematic approach to develop effective Pd-N-heterocyclic carbene catalysts for cross-coupling reactions

ORGN 371

Gregory A. Chasse, organ@yorku.ca1, Alan C. Hopkinson1, Eric Assen B. Kantchev2, Christopher J. O'Brien1, Michael G. Organ, organ@yorku.ca3, and David H. Setiadi1. (1) Department of Chemistry, York University, 4700 Keele Street, Toronto, ON M3J 1P3, Canada, (2) Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, #04-01, Singapore, 138669, Singapore, (3) Department of Chemistry, Toronto Total Synthesis, 291 Northshore Boulevard West, Burlington, ON L7T1A6, Canada
A modular ‘tinker-toy' approach has been constructed to effectively warehouse the results of ab initio computations employing density functional theory (DFT) and post-Hartee-Fock methods (MP2). The DZVP and LANL2 ECP basis sets were used for conformational analysis on N-heterocyclic carbene (NHC) ligands and their palladium complexes. These were studied in the context of cross-coupling reactions. Geometry optimizations, frequency calculations, NMR chemical shift calculations, NBO, Atom-In-Molecules (AIM) and orbital analyses all have been carried out on each structure in the proposed catalytic cycle. Structural, thermodynamic and kinetic data extracted from the ‘warehoused' information, allows for a more complete understanding of the reaction profile

 

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