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N-Heterocyclic carbene–copper complex supported on ionic liquid-modified graphene oxide: versatile catalyst for synthesis of (i) 1,2,3-triazole and (ii) propargylamine derivatives

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Abstract

A N-heterocyclic carbene–copper complex grafted on graphene oxide with an ionic liquid framework was prepared. The synthesis of (i) 1,2,3-triazole derivatives by ‘Click reaction’ and (ii) propargylamine derivatives by ‘A3 coupling reaction’ in aqueous media by this new catalyst were all successfully accomplished. The catalyst is characterized using infrared spectroscopy, Raman spectroscopy, scanning electron microscopy, thermogravimetric analysis and energy dispersive X-ray spectroscopy, X-ray photoelectron spectroscopy, transmission electron microscopy, and elemental analysis. The catalyst is reused in the ten reaction cycles without considerable loss of catalytic activity.

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Acknowledgements

We gratefully acknowledge financial support from the Research Council of Shahid Beheshti University.

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Authors and Affiliations

  1. Faculty of Chemistry, Shahid Beheshti University, Tehran, 1983969411, Islamic Republic of Iran

    Minoo Dabiri, Seyed Iman Alavioon & Siyavash Kazemi Movahed

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  1. Minoo Dabiri
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  2. Seyed Iman Alavioon
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  3. Siyavash Kazemi Movahed
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Correspondence to Minoo Dabiri.

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Dabiri, M., Alavioon, S.I. & Movahed, S.K. N-Heterocyclic carbene–copper complex supported on ionic liquid-modified graphene oxide: versatile catalyst for synthesis of (i) 1,2,3-triazole and (ii) propargylamine derivatives. J IRAN CHEM SOC 15, 2463–2474 (2018). https://doi.org/10.1007/s13738-018-1435-7

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