Highly Active Pd-PEPPSI Complexes for Suzuki-Miyaura Cross-coupling of Aryl Chlorides: an Investigation on the Effect of Electronic Properties

Abstract

Three new Pd-pyridine enhanced precatalyst preparation stabilization and initiation(PEPPSI) complexes with halogen groups on the N-heterocyclic carbene and pyridine were prepared. Their structures have been clearly characterized by nuclear magnetic resonance spectroscopy and X-ray single-crystal diffraction. The effects of the electronic properties of halogen groups on the catalytic activity in the Suzuki-Miyaura cross-coupling of aryl chlorides were investigated. These Pd-PEPPSI complexes could catalyze the cross-coupling reaction efficiently with a low catalyst loading(0.05%, molar ratio) at room temperature and the products were obtained in high yields.

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Correspondence to Yongfei Zeng or Guiyan Liu.

Additional information

Supported by the Natural Science Foundation of Tianjin City, China(No.16JCYBJC19700), the National Natural Science Foundation of China(No.21771138), and the Foundation of Development Program of Future Expert in Tianjin Normal University, China(No.WLQR201704).

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Zhang, Y., Han, F., Zhang, M. et al. Highly Active Pd-PEPPSI Complexes for Suzuki-Miyaura Cross-coupling of Aryl Chlorides: an Investigation on the Effect of Electronic Properties. Chem. Res. Chin. Univ. 36, 859–864 (2020). https://doi.org/10.1007/s40242-019-9222-2

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Keywords

  • Pd-pyridine enhanced precatalyst preparation stabilization and initiation(PEPPSI) complex; Suzu-ki-Miyaura cross-coupling reaction
  • Aryl chloride