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

doi:10.1007/s40242-019-9222-2

Chemical Research in Chinese Universities ›› 2020, Vol. 36 ›› Issue (5): 859-864.doi: 10.1007/s40242-019-9222-2

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

ZHANG Yingying, HAN Fangwai, ZHANG Mengyao, ZHANG Huixin, LI Ying, WANG Ru, ZENG Yongfei, LIU Guiyan

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-organic Hybrid Functional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, P. R. China

Received:2019-08-19 Revised:2019-10-09 Online:2020-10-01 Published:2020-10-01
Contact: ZENG Yongfei, LIU Guiyan E-mail:yfzeng@nankai.edu.cn;guiyanliu2013@163.com
Supported by:
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).

Abstract

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.

Key words: Pd-pyridine enhanced precatalyst preparation stabilization and initiation(PEPPSI) complex, Suzuki-Miyaura cross-coupling reaction, Aryl chloride

ZHANG Yingying, HAN Fangwai, ZHANG Mengyao, ZHANG Huixin, LI Ying, WANG Ru, ZENG Yongfei, LIU Guiyan. Highly Active Pd-PEPPSI Complexes for Suzuki-Miyaura Cross-coupling of Aryl Chlorides: an Investigation on the Effect of Electronic Properties[J]. Chemical Research in Chinese Universities, 2020, 36(5): 859-864.

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

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