Date of Graduation
12-2011
Document Type
Dissertation
Degree Name
Doctor of Philosophy in Chemistry (PhD)
Degree Level
Graduate
Department
Chemistry & Biochemistry
Advisor/Mentor
Gawley, Robert E.
Committee Member
McIntosh, Matthias C.
Second Committee Member
Hinton, James F.
Third Committee Member
Allison, Neil T.
Keywords
Pure sciences; Asymmetric catalysis; Copper carbenoid; Enantioselective hydrosilylation; Heterocyclic carbenes
Abstract
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.
Citation
Hubbard, A. L. (2011). The Design, Synthesis and Application of a Novel Class of N-Heterocyclic Carbene Catalysts. Graduate Theses and Dissertations Retrieved from https://scholarworks.uark.edu/etd/153
