Recent advances in palladium N-heterocyclic carbene catalysis

ORGN 12

Michael G. Organ, organ@yorku.ca1, Christopher J. O'Brien2, Cory Valente2, Niloufar Hadei, organ@yorku.ca2, Mirvat Abdel-Hadi2, and Stephanie Avola, stephanie.avola@rogers.com2. (1) Department of Chemistry, Toronto Total Synthesis, 291 Northshore Boulevard West, Burlington, ON L7T1A6, Canada, (2) Department of Chemistry, York University, 4700 Keele Street, Toronto, ON M3J 1P3, Canada
Recently we detailed the synthesis of the PEPPSI precatalyst family and demonstrated that PEPPSI-IPr (1) is a highly effective cross-coupling precatalyst. Here we will discuss how structural changes in the pyridine and N-heterocyclic carbene ligands affect the overall performance and stability of the precatalyst in cross-coupling reactions.