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Polymeric microsphere-loaded palladium-iminodiacetic acid complex as an efficient and easily recycled catalyst for Suzuki reaction in ionic liquid

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Abstract

Core-crosslinked shelled-core microspheres of poly(styrene-co-methyl acrylic acid) (PS-co-PMAA), with cores rich in PS and the shell rich in PMAA, were synthesized by one-stage soap-free emulsion polymerization. A palladium (Pd)-iminodiacetic acid (IDA) complex catalyst is loaded on the shell of the PS-co-PMAA microsphere, which results in the advantage of high dispersion degree and, therefore, high activity. The resultant polymeric microspheres catalyst systems are then applied to catalyze the Suzuki reaction of aryl halides with phenylboronic acid in an ionic liquid of 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]). Our catalyst systems are proved to be efficient and active for both aryl bromides and aryl iodides. Compared to traditional Pd(Ph3)4 catalyst, the PS-co-PMAA-IDA-Pd catalyst used here affords higher yield of Suzuki reaction at even lower catalyst concentration. In addition, our polymeric-microsphere based catalytic system can be easily recycled at least four times with high activity in ionic [bmim][BF4] liquid.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (Grant Nos. 21706002), Natural Science Foundation of Anhui Province (1808085QB53), and the Research Fund of School of Chemistry and Chemical Engineering (Anhui University).

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  1. Jianzheng Zhang and Jingshuai Chen have contributed equally to this work.

Authors and Affiliations

  1. Department of Applied Chemistry, School of Science, Northwestern Polytechnical University, Xi’an, 710072, China

    Jianzheng Zhang, Qiuyu Zhang & Rumin Wang

  2. College of Chemistry and Chemical Engineering, Anhui University, Hefei, 230601, Anhui, China

    Jingshuai Chen

  3. AECC Beijing Institute of Aeronautical Materials, Beijing, 100095, China

    Songhua Wu

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  1. Jianzheng Zhang
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  2. Jingshuai Chen
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  3. Qiuyu Zhang
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  5. Songhua Wu
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Correspondence to Jingshuai Chen or Qiuyu Zhang.

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Zhang, J., Chen, J., Zhang, Q. et al. Polymeric microsphere-loaded palladium-iminodiacetic acid complex as an efficient and easily recycled catalyst for Suzuki reaction in ionic liquid. Res Chem Intermed 45, 2503–2514 (2019). https://doi.org/10.1007/s11164-019-03738-y

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