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Magnetic Nanoparticle-Supported N-Heterocyclic Carbene-Palladium(II): A Convenient, Efficient and Recyclable Catalyst for Suzuki–Miyaura Cross-Coupling Reactions

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Abstract

A new magnetic nanoparticle-supported N-heterocyclic carbene-palladium(II) nanomagnetic catalyst was synthesized and appropriately characterized using attenuated total reflectance infrared spectroscopy (ATR-IR), ultraviolet–visible spectroscopy (UV–Visible), inductively coupled plasma-atomic emission spectroscopy (ICP-AES), energy-dispersive X-ray spectroscopy (EDS), field-emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM), X-ray powder diffraction (XRD), thermogravimetric analysis (TGA) and Brunauer–Emmett–Teller surface area analysis (BET). The nanomagnetic catalyst was used as convenient and efficient catalyst for the Suzuki–Miyaura cross-coupling reaction of various aryl bromides/chlorides/iodide with phenylboronic acid. The effects of varying solvents, bases, temperature, time and catalytic ratios on the performance of the Suzuki–Miyaura cross-coupling reaction were investigated. The notable advantages of this heterogeneous nanomagnetic catalyst are excellent yields, mild reaction conditions, short reaction times and easy work-up. Moreover, the new nanomagnetic catalyst could be easily recovered with an external magnet and could be reused at least five times without loss of its catalytic activity.

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Acknowledgements

The authors thank DST-Nanomission, India (SR/NM/NS-20/2014), DST-SERB, India (SERB/F/7013/2015-16) and Jain University, India for financial support.

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Correspondence to Siddappa A. Patil.

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Vishal, K., Fahlman, B.D., Sasidhar, B.S. et al. Magnetic Nanoparticle-Supported N-Heterocyclic Carbene-Palladium(II): A Convenient, Efficient and Recyclable Catalyst for Suzuki–Miyaura Cross-Coupling Reactions. Catal Lett 147, 900–918 (2017). https://doi.org/10.1007/s10562-017-1987-7

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