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ZnII doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT-SMTU-ZnII): a novel, green and magnetically recyclable bifunctional nanocatalyst for one-pot multi-component synthesis of acridinediones under solvent-free conditions

Abstract

ZnII doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT-SMTU-ZnII) was prepared for the first time as a stable, long-lived, highly efficient and exceptional reusable magnetic nanocatalyst for the one-pot multi-component synthesis of acridinediones as an important class of heterocyclic compounds. The synthesized catalyst was characterized by various spectroscopic and microscopic techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD) analysis, Brunauer, Emmett and Teller (BET) surface area analysis, temperature programmed desorption (TPD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), inductively coupled plasma atomic emission spectroscopy (ICP-OES) and CHNS analysis. The results of characterizations showed the superparamagnetic nature of catalyst with average particle size of 20-60 nm which is plate-like in shape. Also, the results of TPD analysis showed that the nanocatalyst has both acidic sites (site density: 22.66 mmol/g) and basic sites (site density: 8.49 mmol/g), and can act as a bifunctional nanocatalyst. The loading amount of ZnII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4 mmol/g, obtained from ICP-OES analysis. The catalytic activity of this new magnetic nanocatalyst (Fe3O4/HT-SMTU-ZnII) was examined in the multi-component reaction of aromatic aldehydes, dimedone, and various primary amines/ or NH4+ in solvent free condition towards the preparation of acridinedione derivatives in short period of time. In all cases, the catalyst could be easily recovered magnetically for at least six runs and the obtained product was isolated using a simple work‐up procedure. In our protocol, solvent free condition avoids the problems such as cost, handling, safety and pollution which are related to solvent use. The characteristics of the present methodology make the reaction suitable for scale‐up and commercialization.

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Publication details

The article was received on 30 Aug 2017, accepted on 08 Nov 2017 and first published on 09 Nov 2017


Article type: Paper
DOI: 10.1039/C7NJ03281A
Citation: New J. Chem., 2017, Accepted Manuscript
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    ZnII doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT-SMTU-ZnII): a novel, green and magnetically recyclable bifunctional nanocatalyst for one-pot multi-component synthesis of acridinediones under solvent-free conditions

    Z. Zarei and B. Akhlaghinia, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ03281A

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