SPEAKER: Prof. Dave Stuart, PSU
TALK TITLE: Opportunities for chemical synthesis with hypervalent iodine
BIO: Dave obtained his BSc (Honors) from the University of Victoria (Victoria, BC, Canada) in 2005 and his PhD at the University of Ottawa (Ottawa, ON, Canada) in 2010 under the guidance of Prof. Keith Fagnou. After an NSERC-funded postdoc with Eric Jacobsen (Harvard), Dave began his independent career at Portland State University in 2012. He was promoted to Associate Professor with tenure in 2018.
ABSTRACT: Aromatic rings are ubiquitous in molecules used in health, agriculture, technology, and energy fields. Over the past decade, diaryliodonium salts have emerged as novel aryl-transfer reagents in both metal-catalyzed and metal-free reactions. Our research is focused on using these hypervalent iodine compounds in metal-free reactions and addressing key questions of chemoselectivity in aryl transfer. Two competing pathways will be discussed: extrusion of arynes and direct ipso-substitution. These pathways are exploited in the development of methods that access new chemical space and expand beyond the limitations of classic SNAr.
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