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TEMPO supported amine functionalized magnetic titania: a magnetically recyclable catalyst for the aerobic oxidative synthesis of heterocyclic compounds

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Abstract

The present protocol uncover a new strategy to synthesize highly efficient solid TEMPO based catalyst in which 4-oxo-TEMPO was covalently tethered to the surface of amine functionalized magnetic titania. The chemical nature and structure of the synthesized catalyst was authenticated by various techniques such as Fourier transform infrared spectroscopy, thermogravimetric analysis, X-ray powder diffraction, field emission gun scanning electron microscopy, high resolution transmission electron microscopy, energy dispersive X-ray spectroscopy, elemental analysis, and vibrating sample magnetometer. FT-IR confirmed the immobilization of titania, APTES, and TEMPO on the magnetic nanoparticles. Thermal behaviour of the catalyst was studied by TGA. Morphology of the catalyst was investigated by FEG-SEM and HR-TEM analysis. Furthermore, loading content of TEMPO on the catalyst was quantified by elemental analysis and found to be 0.61 mmol/g. Magnetic properties of the catalyst were investigated by VSM analysis. The catalytic performance of the synthesized catalyst has been investigated for the oxidative synthesis of benzimidazoles, oxidative aromatization of 1,4-dihydropyridines, and oxidative trimerization of indoles using molecular oxygen. In addition, the catalyst could be successfully recycled and reused up to five times without the prominent loss of catalytic activity.

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Acknowledgements

The author thank the Head, SAIF, IIT Bombay for FEG-SEM, HR-TEM, and EDX analysis; SAIF Chandigarh for XRD analysis; CIF, IIT Guwahati for VSM analysis.

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Authors and Affiliations

  1. Department of Chemistry, University of Jammu, Jammu, 180006, India

    Sukanya Sharma, Anu Choudhary, Shally Sharma, Tahira Shamim & Satya Paul

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  1. Sukanya Sharma
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  2. Anu Choudhary
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  3. Shally Sharma
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  4. Tahira Shamim
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  5. Satya Paul
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Correspondence to Satya Paul.

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Sharma, S., Choudhary, A., Sharma, S. et al. TEMPO supported amine functionalized magnetic titania: a magnetically recyclable catalyst for the aerobic oxidative synthesis of heterocyclic compounds. Monatsh Chem 152, 83–94 (2021). https://doi.org/10.1007/s00706-020-02714-2

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  • DOI: https://doi.org/10.1007/s00706-020-02714-2

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