A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
Gourab Kundu, Theresa Sperger, Kari Rissanen, Franziska Schoenebeck
Abstract
Abstract We report a new air‐stable Pd I dimer, [Pd(μ‐I)(PCy 2 t Bu)] 2 , which triggers E ‐selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C−C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C−Br, C−OTf/OFs, and C−Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous Pd I dimer generations for substrates that bear substituents ortho to C−OTf.
Topics & Concepts
DimerOlefin fiberPalladiumChemistryStyreneAlkylationCoupling (piping)StereochemistryOrganic chemistryMaterials scienceCatalysisPolymerCopolymerMetallurgyCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis