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Preparation of an Efficient and Recoverable Catalyst through Immobilization of PdCl2 on Modified Poly(styrene-co-maleic anhydride) for the Suzuki Cross-Coupling Reaction

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Abstract

A copolymer of styrene and maleic anhydride was modified via reaction with 4-amino-5-methyl-4H-1,2,4-triazole-3-thiol, and palladium(II) chloride was then immobilized on the modified copolymer. The resulting nanocatalyst was characterized by scanning electron microscopy (SEM), energy dispersive spec­troscopy, X-ray (EDAX) and inductively coupled plasma (ICP) analyses, and FT-IR, 1H NMR, and 13C NMR spectroscopic data. The catalytic efficiency of the new palladium nanoparticles was successfully examined in the Suzuki cross-coupling reaction of various aryl halides with phenylboronic acid in water. The advantages of this strategy were easy recovery and efficient reusability of the expensive PdNPs, high yields of the cross-coupling products, short reaction times, and the use of water as a solvent for a wide range of substrates.

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ACKNOWLEDGMENTS

The authors thank Alzhra University and Islamic Azad University, Tonekabon Branch, for partial support of this research. M.M. Heravi is also grateful to the Iran National Science Foundation (INSF) for granting an individual research chair.

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Authors and Affiliations

  1. Department of Chemistry, Tonekabon Branch, Islamic Azad University, 4684161167, Tonekabon, Iran

    R. Zoghi, N. Montazeri & M. Mohammadi Zeydi

  2. Department of Chemistry, School of Physics and Chemistry, Alzahra University, Vanak, 1993893973, Tehran, Iran

    M. M. Heravi & T. Hosseinnejad

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  1. R. Zoghi
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  2. M. M. Heravi
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  3. N. Montazeri
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  4. M. Mohammadi Zeydi
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Correspondence to M. M. Heravi or N. Montazeri.

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Zoghi, R., Heravi, M.M., Montazeri, N. et al. Preparation of an Efficient and Recoverable Catalyst through Immobilization of PdCl2 on Modified Poly(styrene-co-maleic anhydride) for the Suzuki Cross-Coupling Reaction. Russ J Org Chem 57, 1685–1693 (2021). https://doi.org/10.1134/S1070428021100183

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