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A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
Author(s) -
Kundu Gourab,
Sperger Theresa,
Rissanen Kari,
Schoenebeck Franziska
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202009115
Subject(s) - dimer , olefin fiber , palladium , chemistry , alkylation , styrene , coupling (piping) , stereochemistry , medicinal chemistry , organic chemistry , catalysis , materials science , polymer , copolymer , metallurgy
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.