Preparation of Polyol Modified Pd-N-Heterocyclic Carbene Complex and Its Catalytic Performance in Suzuki-Miyaura Reaction

doi:10.11944/j.issn.1000-0518.2017.07.160402

Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (7): 801-809.DOI: 10.11944/j.issn.1000-0518.2017.07.160402

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Preparation of Polyol Modified Pd-N-Heterocyclic Carbene Complex and Its Catalytic Performance in Suzuki-Miyaura Reaction

PENG Liangyi,LI Qiang,WANG Zhen,QIAN Hao()

Material Science and Engineering Institute,Huaqiao University,Xiamen,Fujian 361021,China

Received:2016-10-08 Accepted:2017-01-23 Published:2017-07-04 Online:2017-07-04
Contact: QIAN Hao
Supported by:
Supported by the Project of Industry-University-Research Collaboration in Fujian Province(No.2017H61010036)

Abstract

Abstract:

The improvement of dispersibility of catalyst is one of the most effective methods to increase its catalytic activity. After the N-heterocyclic carbene(NHC) ligand containing bulky substituent was modified with glycerol through Ullmann reaction, the responding oxygen-containing groups could effectively improve the stability, dispersibility and catalytic efficiency of this catalyst. Then, this NHC ligand was employed to chelate with palladium acetylacetonate to synthesize the responding catalyst. At last, this compound was employed to catalyze the Suzuki-Miyaura coupling reaction. With p-bromoanisole and phenylboronic acid as the model reaction to evaluate the catalytic activity of this palladium complex, this catalyst exhibits high catalytic activity in different conditions. Furthermore, the highest turnover number(TON) value of the catalyst even reaches up to 99000 due to its good dispersibility in various solvents. Moreover, the catalyst shows excellent catalytic performance towards Suzuki-Miyaura reaction when a wide variety of substituents are employed. Compared with tetrakis(triphenylphosphine)-palladium, the catalyst also keeps good catalytic activity and stability in air atmosphere.

Key words: heterocyclic carbine, polyol, Suzuki-Miyaura reaction, high efficiency

PENG Liangyi, LI Qiang, WANG Zhen, QIAN Hao. Preparation of Polyol Modified Pd-N-Heterocyclic Carbene Complex and Its Catalytic Performance in Suzuki-Miyaura Reaction[J]. Chinese Journal of Applied Chemistry, 2017, 34(7): 801-809.

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Preparation of Polyol Modified Pd-N-Heterocyclic Carbene Complex and Its Catalytic Performance in Suzuki-Miyaura Reaction

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