6533b874fe1ef96bd12d612a

RESEARCH PRODUCT

A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air

Gourab KunduTheresa SpergerKari RissanenFranziska Schoenebeck

subject

Dimerchemistry.chemical_elementHomogeneous catalysisAlkylationmigration010402 general chemistry01 natural sciencesolefinCatalysisStyreneCatalysischemistry.chemical_compoundkatalyytitPolymer chemistryChemoselectivityOlefin fiber010405 organic chemistryCommunicationC−C couplingGeneral MedicineGeneral Chemistrypalladiumhomogeneous catalysisCommunications3. Good health0104 chemical scienceschemistrychemoselectivitykatalyysiddc:540Homogeneous Catalysis | Hot Paperolefin migrationPalladium

description

Abstract We report a new air‐stable PdI dimer, [Pd(μ‐I)(PCy2 tBu)]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 PdI dimer generations for substrates that bear substituents ortho to C−OTf.

https://doi.org/10.1002/anie.202009115