THEME: "Stretching the Horizons of Expertise in Catalysis and Chemical Engineering"
Department of Chemistry & Biochemistry, Texas Tech University, Lubbock, TX, USA
Title: Distal Functionalization via Transition Metal Catalysis
Haibo Ge received his PhD degree in
Medicinal Chemistry from The University of Kansas in 2006, and then moved to
The Scripps Research Institute for postdoctoral study. In 2009, he began his
independent academic career at the Indiana University – Purdue University
Indianapolis and relocated to Texas Tech University in 2020. Research by his
group is mainly focused on the development of novel methods for carbon–carbon
and carbon–heteroatom bond formation through transition metal catalyzed C–H
functionalization.
Research
interests
Transition
metal catalyzed cross coupling reactions
No. of
published articles and Journals information
More than
60 publications including Nature Chemistry, Journal of the American Chemistry
Society, Chem, Angewandte Chemie International Edition, etc
The ubiquitous presence of sp3 C?H bonds in natural feedstock
makes them inexpensive, easily accessible, and attractive synthons for the
preparation of common and/or complex molecular frameworks in biologically
active natural products, pharmaceutics, agrochemicals, and materials. However,
the inertness of these bonds due to the high bond dissociation energies and low
polarity difference between the carbon and hydrogen atoms makes them challenging
reaction partners. Moreover, the desired site-selectivity is often an issue in
reactions with multiple analogous sp3 C?H bonds. To overcome these problems,
transition metal-catalyzed C?H functionalization has been developed with the
assistance of various well-designed directing groups which can coordinate to a
metal center to deliver it on a targeted C?H bond through an appropriate spatial arrangement, enabling C?H activation via the formation of a
cyclometalated species. However, the requirement of often additional steps for
the construction of the directing groups and their subsequent removal after the
desired operation severely hampers the efficacy and compatibility of the
reactions. A promising solution would be the utilization of a transient ligand
which can bind to the substrate and coordinate to the metal center in a
reversible fashion. In this way, the directing group is installed, sp3
C?H functionalization occurs, and the directing group is then removed in situ without affecting the substrate
function after the catalysis is finished. Overall, the whole process occurs in
a single reaction pot. Herein, we are presenting our studies on transition
metal-catalyzed transient directing group-enabled C?H functionalization
reaction.
What will the audience take away from
your presentation? (Try to list 3-5
specific items)
·
This
study could potentially be used for others to build small molecules in an
efficient way.
·
This
study could potentially be used for others to carry out late-stage functionalization
of natural products or drug molecules.
·
This
research could also be used by others to expand their research.