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Homocoupling of arylboronic acids catalyzed by dinuclear copper(I) complexes under mild conditions

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Abstract

An efficient protocol for C–C coupling has been developed using three iodo-bridged copper(I) complexes as catalysts. Complexes [CuI(bpy)]2 (1), [CuI(phen)]2·DMF (2), and [CuI(Mephen)]2 (3) were successfully synthesized via solvothermal method (bpy = 2,2′-dipyridyl, phen = 1,10-phenanthroline, and Mephen = 2,9-dimethylphenanthroline). The self-coupling reaction of phenylboronic acid was selected as a model reaction to evaluate the catalytic property of the complexes. Moreover, this method tolerates various substituents on the arylboronic acids such as halogens, carbonyls, and nitro groups. It shows that the iodo-bridged Cu(I) center serves as the active site to activate molecular oxygen during the catalytic process. The result illustrates that these complexes were found to be excellent catalysts for self-coupling of arylboronic acids under mild conditions.

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Acknowledgements

The authors thank the financial supports from the National Natural Science Foundation of China (21701035, 21761004), Guangxi Natural Science Foundation (2018GXNSFAA138129, 2018GXNSFBA281085), and Specific research Project of Guangxi for research bases and talents (AD18126005, AD18126002).

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  1. Bing-Fan Long and Gui-Fang Qin have contributed equally to this work.

Authors and Affiliations

  1. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi University for Nationalities, Nanning, 530006, People’s Republic of China

    Bing-Fan Long, Gui-Fang Qin, Qin Huang, Ting Xiong, Yan Mi, Fei-Long Hu & Xian-Hong Yin

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  1. Bing-Fan Long
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Long, BF., Qin, GF., Huang, Q. et al. Homocoupling of arylboronic acids catalyzed by dinuclear copper(I) complexes under mild conditions. J IRAN CHEM SOC 16, 2639–2646 (2019). https://doi.org/10.1007/s13738-019-01728-w

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