4.5 Article

An Aerobic and Very Fast Pd/C-Catalyzed Ligand-Free and Aqueous Suzuki Reaction Under Mild Conditions

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 20, Pages 4345-4350

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300334

Keywords

Cross-coupling; Heterogeneous catalysis; Palladium; Biaryls; Liquid crystals

Funding

  1. National Natural Science Foundation of China [21076034, 20923006]
  2. Ministry of Education

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An aerobic, ligand-free Suzuki reaction catalyzed by Pd/C in aqueous media has been developed. This method is a very simple, efficient and mild protocol for the cross-coupling of aryl bromides with arylboronic acids, and the reactions proceeded smoothly in excellent yields within short reaction times. Control experiments demonstrated that the Pd/C-catalyzed Suzuki reaction was much quicker when performed in air or oxygen than in nitrogen. Furthermore, this protocol could be used for the synthesis of fluorinated liquid-crystalline compounds. The Pd/C catalyst could be recovered and recycled efficiently at least ten times without significant loss of catalytic activity.

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