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Synthesis of Trifluorostyrene Derivatives by Palladium-Catalyzed Cross-Coupling of Lithium Trimethoxy(trifluorovinyl)borate with Aryl Bromides

Authors

  • Sasa Duric,

    1. Institut für Chemie und Biochemie—Organische Chemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin (Germany), Fax: (+49) 30-838-53357
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  • Bernd M. Schmidt,

    1. Institut für Chemie und Biochemie—Anorganische Chemie, Freie Universität Berlin, Fabeckstr. 34–36, 14195 Berlin (Germany), Fax: (+49) 30-838-52424
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  • Nina M. Ninnemann,

    1. Institut für Chemie und Biochemie—Organische Chemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin (Germany), Fax: (+49) 30-838-53357
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  • Prof. Dr. Dieter Lentz,

    Corresponding author
    1. Institut für Chemie und Biochemie—Anorganische Chemie, Freie Universität Berlin, Fabeckstr. 34–36, 14195 Berlin (Germany), Fax: (+49) 30-838-52424
    • Institut für Chemie und Biochemie—Anorganische Chemie, Freie Universität Berlin, Fabeckstr. 34–36, 14195 Berlin (Germany), Fax: (+49) 30-838-52424
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  • Prof. Dr. C. Christoph Tzschucke

    Corresponding author
    1. Institut für Chemie und Biochemie—Organische Chemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin (Germany), Fax: (+49) 30-838-53357
    • Institut für Chemie und Biochemie—Organische Chemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin (Germany), Fax: (+49) 30-838-53357
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Abstract

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Fluor-ing it: The stable, crystalline trimethoxy(trifluorovinyl)borate is a convenient reagent for efficiently displacing a bromine atom with a trifluorovinyl group (see scheme). This Suzuki coupling reaction significantly simplifies the route to trifluorostyrenes, which might be interesting compounds for materials science or medicinal chemistry.

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