Seminar Series

Novel N-Heterocyclic Carbene Ligands for Use in Asymmetric Catalysis

Speaker

Will Kerr

Institute

Time & Place

Tue, 02 May 2017 11:00:00 NZST in Rutherford Room 531

All are welcome

Abstract

Enantioselective synthesis is seldom employed in industry due to the lack of efficient and generally applicable methodologies. Researchers are therefore constantly in pursuit of novel asymmetric catalysts to access new chiral compounds of social importance such as pharmaceuticals. Furthermore, improving asymmetric synthesis serves to streamline existing commercial preparations which rely on the expensive and wasteful resolution of racemates. NHC ligands have been used extensively in transition metal catalysis with notable examples including Grubb’s metathesis catalysts. However, enantiomeric NHC ligands are yet to be applied widely to asymmetric palladium couplings. It was therefore undertaken to expand the library of enantiomeric NHC ligands, introducing several novel contributions with an eye to their use in asymmetric palladium couplings. This presentation will focus on the synthesis of a unique series of N-acetamide linked NHC complexes, demonstrating a new method for incorporating enantiomeric functionality into active systems. Also introduced are novel catalyst prototypes bearing a robust ruthenium(II)-polypyridyl moiety with metalcentred chirality as a stereodirecting unit. Finally, the performance of selected systems in an asymmetric Suzuki coupling will be examined.