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Anchoring of triethanolamine–Cu(II) complex on magnetic carbon nanotube as a promising recyclable catalyst for the synthesis of 5-substituted 1H-tetrazoles from aldehydes

  • Parisa Akbarzadeh
  • Nadiya KoukabiEmail author
  • Eskandar Kolvari
Original Article
  • 23 Downloads

Abstract

The development of heterogenization of copper nanoparticles on conductive supports is very challenging and has received much attention. Here, we synthesize a practical, efficient, and inexpensive heterogeneous catalyst to grow stable metallic copper(II) nanoparticles on the surface of magnetic carbon nanotube (Fe3O4–CNT) catalyst support physically functionalized with triethanolamine (TEA) that acts as a low-cost and non-toxic ligand to capture the copper nanoparticles [Fe3O4–CNT–TEA–Cu(II)]. The as-prepared heterogeneous catalyst was characterized by different techniques, such as Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, thermogravimetric analysis, vibrating sample magnetometer, X-ray diffraction patterns, field-emission scanning electron microscopy, and atomic absorption spectroscopy analysis. The catalytic behavior of Fe3O4–CNT–TEA–Cu(II) was investigated in the preparation of 5-substituted 1H-tetrazole derivatives via one-pot, three-component reaction between aromatic aldehydes, hydroxylamine, and sodium azide. The low catalyst loading, wide substrate scope, use of inexpensive materials, simple separation of the catalyst from the reaction mixture by an external magnet, short reaction times, easy workup, affordability, and superb yield are some advantages of this protocol.

Graphical abstract

Keywords

Carbon nanotubes Copper nanoparticles Triethanolamine Magnetic nanoparticles Tetrazole Multicomponent reaction 

Notes

Acknowledgements

The authors gratefully acknowledge the Semnan University Research Council for the financial support of this work.

Supplementary material

11030_2019_9951_MOESM1_ESM.docx (1.6 mb)
Copies of 1H-NMR and 13C-NMR spectra of products (DOCX 1651 kb)

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Copyright information

© Springer Nature Switzerland AG 2019

Authors and Affiliations

  • Parisa Akbarzadeh
    • 1
  • Nadiya Koukabi
    • 1
    Email author
  • Eskandar Kolvari
    • 1
  1. 1.Department of ChemistrySemnan UniversitySemnanIran

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