Progress in Carbonylative-Heck Reactions of Aryl Bromides: Catalysis and DFT Studies

Authors

  • Xiao-Feng Wu,

    1. Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Dr. Haijun Jiao,

    Corresponding author
    1. Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    • Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Dr. Helfried Neumann,

    1. Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Prof. Dr. Matthias Beller

    Corresponding author
    1. Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    • Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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Abstract

Improved palladium-catalyzed carbonylative Heck coupling reactions of aryl bromides with styrenes are described. Applying a [{(cinnamyl)PdCl}2]/PPh3 catalyst system, >20 chalcones with various functional groups were synthesized in 45–90 % yield. The reaction mechanism of this coupling reaction was studied by detailed DFT computations, which show that the carbonylation step is reversible.

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