Applying Fundamental Organometallic Chemistry to Unsolved Challenges in Organic Synthesis

Courtney Roberts
August 23, 2023
4:10PM - 5:10PM
CBEC 130

Date Range
2023-08-23 16:10:00 2023-08-23 17:10:00 Applying Fundamental Organometallic Chemistry to Unsolved Challenges in Organic Synthesis Abstract: Research in the Roberts group involves looking at unsolved problems in organic synthesis through the perspective of organometallic chemistry. One such challenge lies in alkyl–alkyl cross-coupling. This is due to challenges with oxidative addition and off cycle pathways such as beta-hydride elimination. Our group has developed Group 3 metal catalysts supported by redox-active ligands to overcome some of these challenges. Using 10 mol% of a Sc, Y, or Lu tris(amido) catalyst, coupling partners that both have beta-hydrogens can be successfully cross-coupled for the first time using early transition metals. The mechanism of this reaction has been studied and proceeds through radical intermediates. Another area of interest for the group is the synthesis of heterocycles through aryne intermediates. Despite their useful reactivity, a number of challenges still remain in the use of arynes including problems with regioselectivity and the synthesis of N-heterocyclic arynes. Our group has recently been interested in solving both of these challenges using transition metals to expand the scope of accessible arynes as well as improve regioselectivity in these reactions. These improvements related to organic synthesis can only be accomplished using inorganic/organometallic chemistry. Bio: Prof. Courtney C. Roberts obtained her B.S. in chemistry from Pepperdine University in Los Angeles, CA. She then pursued her graduate studies at the University of North Carolina at Chapel Hill, becoming the first graduate student in the laboratory of Prof. Simon Meek. During graduate school, Courtney developed rhodium olefin hydrofunctionalization catalysts using a new class of ligands called carbodicarbenes. After completing her Ph.D. in 2016, Courtney became a postdoctoral research fellow in the laboratory of Prof. Melanie Sanford at the University of Michigan where she explored C–H functionalization reactions using high valent Ni. Courtney began her career as an Assistant Professor at the University of Minnesota in the Fall of 2019. The Roberts group focuses on the development of d0 metal catalysts for alkyl–alkyl cross coupling as well as harnessing heterocyclic aryne intermediates for medicinally relevant building blocks. While at UMN, she has been the recipient of the Amgen Young Investigator Award, the ACS Leadership Development Award, the NSF CAREER Award, and the NIH Maximizing Investigators Research Award. CBEC 130 America/New_York public

Abstract: Research in the Roberts group involves looking at unsolved problems in organic synthesis through the perspective of organometallic chemistry. One such challenge lies in alkyl–alkyl cross-coupling. This is due to challenges with oxidative addition and off cycle pathways such as beta-hydride elimination. Our group has developed Group 3 metal catalysts supported by redox-active ligands to overcome some of these challenges. Using 10 mol% of a Sc, Y, or Lu tris(amido) catalyst, coupling partners that both have beta-hydrogens can be successfully cross-coupled for the first time using early transition metals. The mechanism of this reaction has been studied and proceeds through radical intermediates. Another area of interest for the group is the synthesis of heterocycles through aryne intermediates. Despite their useful reactivity, a number of challenges still remain in the use of arynes including problems with regioselectivity and the synthesis of N-heterocyclic arynes. Our group has recently been interested in solving both of these challenges using transition metals to expand the scope of accessible arynes as well as improve regioselectivity in these reactions. These improvements related to organic synthesis can only be accomplished using inorganic/organometallic chemistry.

Bio: Prof. Courtney C. Roberts obtained her B.S. in chemistry from Pepperdine University in Los Angeles, CA. She then pursued her graduate studies at the University of North Carolina at Chapel Hill, becoming the first graduate student in the laboratory of Prof. Simon Meek. During graduate school, Courtney developed rhodium olefin hydrofunctionalization catalysts using a new class of ligands called carbodicarbenes. After completing her Ph.D. in 2016, Courtney became a postdoctoral research fellow in the laboratory of Prof. Melanie Sanford at the University of Michigan where she explored C–H functionalization reactions using high valent Ni. Courtney began her career as an Assistant Professor at the University of Minnesota in the Fall of 2019. The Roberts group focuses on the development of d0 metal catalysts for alkyl–alkyl cross coupling as well as harnessing heterocyclic aryne intermediates for medicinally relevant building blocks. While at UMN, she has been the recipient of the Amgen Young Investigator Award, the ACS Leadership Development Award, the NSF CAREER Award, and the NIH Maximizing Investigators Research Award.

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