Development of force field parameters for improvement of enantioselectivity predictions in rhodium-catalyzed hydrogenation reactions

ORGN 378

Patrick J Donoghue, pdonoghu@nd.edu1, Olaf Wiest, owiest@nd.edu1, and Per-Ola Norrby, pon@kemi.dtu.dk2. (1) Department of Chemistry and Biochemistry, University of Notre Dame, 251 Nieuwland Science Hall, Notre Dame, IN 46556, (2) Department of Chemistry, Technical University of Denmark, Building 201, Kemitorvet, DK-2800 Kgs. Lyngby, Denmark
Calculations of energies of transition state complexes are often hard to achieve with accuracy. Ab initio calculations require extensive computing resources, especially if sampling of the conformational space. MM calculations are also ill defined for many transition metal structures, and high energy or transient species. In order to predict and design effective chiral ligands for a rhodium catalyzed hydrogenation reaction via MM calculations, the force field must be parameterized to predict the energies of the high energy species resulting in enantio-differentiation. We present our progress towards a specialized force field developed to specifically handle the complexes studied in this reaction. Since physical data of these high energy species are lacking, the force field will be parameterized using QM data and refined to reproduce QM geometries and energies as well as experimental e.e. data.


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

8:00 PM-10:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

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