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Copper Nanoparticles in Polyvinyl Alcohol–Acrylic Acid Matrix: An Efficient Heterogeneous Catalyst for the Regioselective Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via Click Reaction

Abstract

Copper nanoparticles (Cu(I) NPs) were immobilized in polyvinyl alcohol-grafted-acrylic acid (PVA-g-AA) matrix. This polymeric matrix was obtained via grafting of AA onto PVA chain by initiating system involving MEK-peroxide during sonication process. The Cu(I) NPs, in PVA–AA matrix was fully characterized by FT-IR, scanning electron microscopy, energy dispersive X-ray spectroscopy, ICP–OES, UV–Vis and TGA techniques. Then, this new synthesized and well-characterized copper nanocatalyst was examined as a catalyst and found being highly efficient and recyclable in the regioselective synthesis of 1,4-disubstitued 1,2,3-triazoles via click reaction. Moreover, a quantitative description for metal–ligand interactions in PVA-g-AA supported copper catalyst was presented via quantum chemistry calculations.

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Acknowledgements

The authors are thankful for partial financial supports from Alzahra research Council. M.M.H is grateful to Iran National Science Foundation (INSF) for partial financial support under granted individual research chair.

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Taheri Kal-Kashvandi, A., M. Heravi, M., Ahmadi, S. et al. Copper Nanoparticles in Polyvinyl Alcohol–Acrylic Acid Matrix: An Efficient Heterogeneous Catalyst for the Regioselective Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via Click Reaction. J Inorg Organomet Polym 28, 1457–1467 (2018). https://doi.org/10.1007/s10904-018-0811-1

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Keywords

  • Heterogeneous catalysis
  • Copper nanoparticles
  • Polyvinyl alcohol
  • Acrylic acid
  • Click reaction
  • Density functional theory
  • Frontier molecular orbital analysis