4.8 Article

C2-Symmetric Bis-Hydrazones as Ligands in the Asymmetric Suzuki-Miyaura Cross-Coupling

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 47, Pages 15798-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/Ja8074693

Keywords

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Funding

  1. Spanish Ministerio de Ciencia y Tecnologia [CTQ2007-61915, CTQ2007-60244]
  2. Junta de Andalucia [2005/FQM-658]

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Glyoxal bis-hydrazone derived from (S,S)-1-amino-2,5-diphenytpyrrolidine behaves as an excellent ligand for phosphine-free, asymmetric Suzuki-Miyaura cross couplings, thereby affording a variety of enantiomerically enriched biaryls with different substitution patterns. The high catalytic activity of the [PdCl2(bis-hydrazone)] complex allows reactions to be performed at room temperature, affording products with excellent enantioselectivities in all cases.

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