4.5 Article

PEG Click-Triazole Palladacycle: An Efficient Precatalyst for Palladium-Catalyzed Suzuki-Miyaura and Copper-free Sonogashira Reactions in Neat Water

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 33, Issue 7, Pages 705-710

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201500167

Keywords

palladium; cross-coupling; palladacycle; N-ligands; green chemistry

Funding

  1. National Natural Science Foundation of China [20702051]
  2. Natural Science Foundation of Zhejiang Province [LY13B020017]
  3. Key Innovation Team of Science and Technology in Zhejiang Province [2010R50018]

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A novel water-soluble, phosphine-free PEG click triazole palladacycle has been successfully synthesized. As a precatalyst, the palladacycle exhibited superior catalytic activity towards Suzuki-Miyaura and copper-free Sonogashira cross-coupling in neat water with the turnover numbers (TONs) of up to 9.8x10(5). In addition, the catalyst could be reused at least 3 times without significant loss of reactivity.

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