Carbonylative Coupling of Alkyl Zinc Reagents with Benzyl Bromides Catalyzed by a Nickel/NN2  Pincer Ligand Complex

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DOI

  • Thomas L Andersen, Carbon Dioxide Activation Center (CADIAC), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University, Gustav Wieds Vej 14, 8000, Aarhus C, Denmark.
  • ,
  • Aske S Donslund
  • Karoline T Neumann
  • Troels Skrydstrup

An efficient catalytic protocol for the three-component assembly of benzyl bromides, carbon monoxide, and alkyl zinc reagents to give benzyl alkyl ketones is described, and represents the first nickel-catalyzed carbonylative coupling of two sp3 -carbon fragments. The method, which relies on the application of nickel complexed with an NN2 -type pincer ligand and a controlled release of CO gas from a solid precursor, works well with a range of benzylic bromides. Mechanistic studies suggest the intermediacy of carbon-centered radicals.

Original languageEnglish
JournalAngewandte Chemie International Edition
Volume57
Issue3
Pages (from-to)800-804
Number of pages5
ISSN1433-7851
DOIs
Publication statusPublished - 2018

    Research areas

  • Journal Article

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