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One-pot multicomponent synthesis of N-sulfonyl amidines using magnetic separable nanoparticles-decorated N-heterocyclic carbene complex with copper

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Abstract

Magnetic separable nanoparticles-decorated N-heterocyclic carbene complex with copper (MNP[1-Methyl benzimidazole]NHC@Cu) has been prepared by covalent grafting of ionic liquid like 1-methyl benzimidazole unit on the surface of chlorofunctionalized Fe3O4 magnetic nanoparticles (MNPs) followed by metallation with copper(I) iodide. MNP[1-Methyl benzimidazole]NHC@Cu complex has been characterized by different techniques including Fourier transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA), energy-dispersive X-ray (EDX) analysis, X-ray diffraction (XRD), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM). MNP[1-Methyl benzimidazole]NHC@Cu complex was successfully implemented as heterogeneous catalyst in one-pot multicomponent synthesis of N-sulfonyl amidines from phenylacetylene, tosyl azide and amines at room temperature. Complex could be recycled six times without significant loss in the yield of product.

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Acknowledgements

We gratefully acknowledge Indian Institute of Bombay (IITB), North-Estern Hill University Shillong (NEHU), Indian Institute of Technology, Madras (IITM), for providing spectral facilities and Central Facility Centre (CFC) Shivaji University Kolhapur for providing quantitative spectral analysis.

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Authors and Affiliations

  1. Department of Chemistry, Padmabhushan Dr. Vasantraodada Patil College, Dist. Sangli, Tasgaon, Maharashtra, 416312, India

    Arvind Pawar & Suresh Patil

  2. Department of Chemistry, Shivaji University, Kolhapur, Maharashtra, 416004, India

    Shivanand Gajare, Audumbar Patil, Rajanikant Kurane & Gajanan Rashinkar

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  1. Arvind Pawar
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  2. Shivanand Gajare
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Pawar, A., Gajare, S., Patil, A. et al. One-pot multicomponent synthesis of N-sulfonyl amidines using magnetic separable nanoparticles-decorated N-heterocyclic carbene complex with copper. Res Chem Intermed 47, 2801–2820 (2021). https://doi.org/10.1007/s11164-021-04455-1

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