4.8 Article

Photoinduced Palladium-Catalyzed Negishi Cross-Couplings Enabled by the Visible-Light Absorption of Palladium-Zinc Complexes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 40, Pages 13231-13236

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808654

Keywords

cross-coupling; flow chemistry; Negishi coupling; palladium catalysis; photocatalysis

Funding

  1. European Union's Horizon 2020 research and innovation program under the Marie Sklodowska-Curie [641861]
  2. Spanish MINECO [CTQ2017-84825-R]
  3. MINECO [RYC2007-14768]

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A visible-light-induced Negishi cross-coupling is enabled by the activation of a Pd-0-Zn complex. With this photocatalytic method, the scope of deactivated aryl halides that can be employed in the Negishi coupling was significantly expanded. NMR experiments conducted in the presence and absence of light confirmed that the formation of the palladium-zinc complex is key for accelerating the oxidative addition step.

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