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Research Abstracts Online
January 2008 - March 2009

University of Minnesota Twin Cities
Institute of Technology
Department of Chemistry

PI: Andrew M. Harned

Enantioselective Dearomatization Reactions

Given the proper substitution pattern, hydroxylated aromatics (e.g. phenols) have the potential to serve as excellent prochiral starting materials for a variety of transformation products. In general terms these transformations can be viewed as the addition of a nucleophile to the phenol with the concomitant loss of two electrons and two protons. This project investigates the use of transition metals to serve as promoters for these reactions. Another aim is to identify suitable chiral ligands with which to render the transformation enantioselective. Ultimately, the goal would be to render the reactions catalytic through the use of a stoichiometric oxidant (e.g. oxygen).