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Patrick J Walsh

Patrick J Walsh

University of Pennsylvania, USA

Title: Arylation of Weakly Acidic C -H ’s

Biography

Patrick J. Walsh received his B.A. from UC San Diego (1986) and Ph.D. in chemistry at UC Berkeley with Prof. Robert G. Bergman (Ph.D., 1991). He was an NSF postdoctoral fellow with Prof. K. B. Sharpless at the Scripps Research Institute. Moving across town from 1994-1999 he was an assistant professor at San Diego State University and also professor at Centro de Graduados e InvestigaciOn, Instituto TecnolOgico de Tijuana, Mexico (1996-1999). In 1999 he moved to the University of Pennsylvania where he was promoted to associate professor in 2002, professor in 2005, and to the Alan G. MacDiarmid Professor of Chemistry in 2008. Walsh’s interests are in asymmetric catalysis, development of new synthetic methods, reaction mechanisms, and inorganic synthesis. With Prof. Marisa Kozlowski, Walsh coauthored “Fundamentals of Asymmetric Catalysis ” (University Science Books, 2008). Walsh ’s outreach program has resulted in over 19 publications with Mexican scientists.

Abstract

The seminar will outline a variety of new C -C and C -S bond forming reactions catalyzed by palladium complexes that involve in situ formation of the organometallic component via deprotonation of weakly acidic hydrogens (pKa as high as 35!) under catalytic cross-coupling conditions. Substrates discussed will include diarylmethanes, sulfoxides, sulfones, phosphonates, phosphine oxides, amides and several other functional groups. This approach saves resources by avoiding use of prefunctionalized organometallic coupling partners.