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Copper(II)-complex functionalized magnetite nanoparticles: a highly efficient heterogeneous nanocatalyst for the synthesis of 5-arylidenthiazolidine-2,4-diones and 5-arylidene-2-thioxothiazolidin-4-one

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Abstract

Magnetite nanoparticles (MNPs) have proved to be a useful support for heterogeneous catalysis. We have synthesized Fe3O4 MNPs functionalized with a copper(II) complex, and tested the resulting material as a heterogeneous nanocatalyst. The catalyst was tested for aldol condensation reactions between aliphatic/aromatic aldehydes and rhodanine or thiazolidine-2,4-dione (TZD) derivatives under reflux in ethanol, giving the target products in high yield. Environmentally benign chemistry, short reaction times, simple work-up, excellent yields, and the reusability of the new nanocatalyst are beneficial features of the present study. The nanocatalyst was characterized by scanning electron microscopy, vibrating sample magnetometery, thermogravimetry, X-ray diffraction, and energy-dispersive X-ray analyses. The data showed that the magnetic nanoparticles are super-paramagnetic with a size range of 10–20 nm.

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Acknowledgements

The authors thankful the Mazandaran university of medical sciences for providing laboratory facilities to carry out this research.

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Authors and Affiliations

  1. Department of Chemistry, Tehran North Branch, Islamic Azad University, Tehran, Iran

    Malihe Akhavan, Naser Foroughifar & Hoda Pasdar

  2. Young Researchers and Elites club, Yadegar-e Imam Khomeini (RAH) Shahre Rey Branch, Islamic Azad University, Tehran, Iran

    Alireza Khajeh-Amiri

  3. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Mazandaran University of Medical Sciences, Sari, Iran

    Ahmadreza Bekhradnia

Authors
  1. Malihe Akhavan
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  2. Naser Foroughifar
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  3. Hoda Pasdar
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  4. Alireza Khajeh-Amiri
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  5. Ahmadreza Bekhradnia
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Corresponding author

Correspondence to Naser Foroughifar.

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Akhavan, M., Foroughifar, N., Pasdar, H. et al. Copper(II)-complex functionalized magnetite nanoparticles: a highly efficient heterogeneous nanocatalyst for the synthesis of 5-arylidenthiazolidine-2,4-diones and 5-arylidene-2-thioxothiazolidin-4-one. Transit Met Chem 42, 543–552 (2017). https://doi.org/10.1007/s11243-017-0159-3

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  • DOI: https://doi.org/10.1007/s11243-017-0159-3

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