4.5 Article

Synthesis of Unsymmetrical Diaryl Selenides: Copper-Catalyzed Se-Arylation of Diaryl Diselenides with Triarylbismuthanes

Journal

SYNTHESIS-STUTTGART
Volume 48, Issue 5, Pages 730-736

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1561280

Keywords

bismuthanes; diselenides; selenides; copper; catalysis; cross-coupling

Funding

  1. Institute of Pharmaceutical Life Sciences, Aichi Gakuin University
  2. Hokuriku University

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Copper-catalyzed C(aryl)-Se bond formation by the reaction of diaryl diselenides with triarylbismuthanes in the presence of copper(I) acetate (10 mol%) and 1,10-phenanthroline (10 mol%) under aerobic conditions led to the formation of unsymmetric diaryl selenides in moderate to excellent yields. This reaction proceeded efficiently; all three aryl groups in the bismuthane and both the selanyl groups in the diaryl diselenide were transferred to the coupling products.

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