Impact of FTIR studies on the understanding of asymmetric rhodium catalyzed carbenoid reactions

Impact of FTIR Studies on the Understanding of Asymmetric Rhodium Catalyzed Carbenoid Reactions

Asymmetric Rhodium Catalyzed Carbenoid Reactions

Übersicht der Inhalte

  • Chemistry of donor/acceptor carbenoids which are the central intermediates behind the chemistry
  • Application of Fourier Transform Infrared (FTIR) spectroscopy to carbenoid chemistry and how FTIR allowed Professor Davies' Research Group to solve problems associated with carbenoid chemistry
  • How to apply carbenoid chemistry towards the synthesis of pharmaceutical targets

The use of Fourier Transform Infrared (FTIR) spectroscopy to understand the effect of catalyst, substrate, and carbenoid precursor on the rate and efficiencies of rhodium catalyzed reactions is discussed. Optimized systems with a substrate to catalyst loading of greater than 1,000,000 were developed.

Professor Davies shows the potential of donor/acceptor carbenoids as versatile intermediates in organic synthesis, the importance of FTIR, and how ReactIR™ is a useful tool to optimize these reactions. ReactIR™ helped to discover new reactions as well as developing safer ways to work with these diazole compounds for carbenoid precursors.

References:

  • Pelphrey, P., Hansen, J.; Davies, H. M. L.; Chem. Sci., 2010, 1 (2), 254-257
  • Hansen, J. H., Parr, B. T., Pelphrey, P., Jin, Q., Autschbach, J. and Davies, H. M. L.; Angew. Chem. Int. Ed., 2011 50: 2544–2548

About the Presenter

Professor Davies’ research emphasizes the development of new enantioselective synthetic methods. His program covers design of chiral catalysts, development of new synthetic methodology, total synthesis of biologically active natural products, and development of chiral therapeutic agents. A major current theme is catalytic asymmetric C–H activation by means of rhodium-carbenoid induced C–H insertion. Many research groups have used his chiral dirhodium catalysts and they are now commercially available.

Professor Davies has published over 200 articles and holds 10 patents. He currently serves on the editorial boards of a number of journals, including the Editorial Board of Organic Reactions and Organic Syntheses, the Editorial Advisory Board of Chemical Society Reviews, and the Editorial Board of Chirality. Professor Davies is actively involved in the chemical community, having served as the Executive Officer of the 2003 National Organic Symposium, the 2005 Program Chair of the Gordon Conference on Heterocyclic Compounds, and the 2005 Chair of the Organic Division of the American Chemical Society. He has received a number of awards, including the State University of New York Chancellor’s Awards for Excellence in Teaching, Research Recognition and Scholarship and Creative Activities, a Japanese Society Fellowship for the Promotion of Science, and an American Chemical Society Cope Scholar Award. In 2007, he became a Fellow of the Royal Society of Chemistry and 2009 he became a Fellow of the American Chemical Society.