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

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...

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Detalles Bibliográficos
Autores principales: Kundu, Gourab, Sperger, Theresa, Rissanen, Kari, Schoenebeck, Franziska
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7756449/
https://www.ncbi.nlm.nih.gov/pubmed/32810335
http://dx.doi.org/10.1002/anie.202009115
Descripción
Sumario: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.