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

ABSTRACT: We report a new air-stable Pd^I dimer, [Pd(?-I)(PCy₂ ^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.

SUBMITTER: Kundu G

PROVIDER: S-EPMC7756449 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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

Kundu Gourab G Sperger Theresa T Rissanen Kari K Schoenebeck Franziska F

Angewandte Chemie (International ed. in English) 20200928 49

We report a new air-stable PdI dimer, [Pd(μ-I)(PCy2 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, displa ...[more]

PMID: 32810335

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