Date of Graduation
Doctor of Philosophy in Chemistry (PhD)
Chemistry & Biochemistry
Robert E. Gawley
Second Committee Member
Third Committee Member
Pure sciences; Asymmetric catalysis; Copper carbenoid; Enantioselective hydrosilylation; Heterocyclic carbenes
A copper carbenoid representative of a novel class of N-heterocyclic carbene (NHC) catalysts has been synthesized. This compound was characterized by X-ray crystallography and was found to confirm the rationale of our synthetic design: The C2-symmetric structure places four stereocenters in close proximity (<5Å) to the reactive site of the carbene via a trans-annular gearing effect. The copper carbenoid was found to catalyze the hydrosilylation of prochiral ketones with superb selectivity in high yield.
Hubbard, Abigail Lynn, "The Design, Synthesis and Application of a Novel Class of N-Heterocyclic Carbene Catalysts" (2011). Theses and Dissertations. 153.