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U.S. Department of Energy
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Asymmetric catalytic transformations in supercritical carbon dioxide

Conference ·
OSTI ID:539042
;  [1]; ;  [2]
  1. Los Alamos National Lab., NM (United States)
  2. Duke Univ., Durham, NC (United States)

Supercritical carbon dioxide can be a useful environmentally benign solvent for a wide range of catalytic reactions. We have been exploring the utility of supercritical carbon dioxide as a reaction medium for catalytic asymmetric transformations. We will present results on the asymmetric hydrogenation of prochiral olefins, ketones, and unsaturated acids by Rh and Ru catalysts containing chiral phosphine ligands using hydrogen or hydrogen transfer agents. We have found that asymmetric catalytic hydrogenation reactions of enamide esters work as well or better in CO{sub 2} than in conventional solvents. We have been able to effect high conversions and ee`s using hydrogen transfer systems such as HCOOH/NEt{sub 3}, We will discuss temperature, pressure and solvent density effects on selectivity and reactivity. Kinetic studies will also be presented in order to understand the enhanced enantioselectivity that we observed in SC CO{sub 2}.

OSTI ID:
539042
Report Number(s):
CONF-960807--
Country of Publication:
United States
Language:
English