In Situ Immobilized Silver Nanoparticles on Rubia tinctorum Extract-Coated Ultrasmall Iron Oxide Nanoparticles: An Efficient Nanocatalyst with Magnetic Recyclability for Synthesis of Propargylamines by A3 Coupling Reaction

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Abstract

This research suggests a green method for synthesizing hybrid magnetic nanocomposites that can be used as a reductant and a stabilizing agent for immobilizing metal nanoparticles (NPs). The central idea is the modification of magnetic NPs using Rubia tinctorum extract, which consists of numerous carbonyl and phenolic hydroxyl functional groups to increase adsorption of metals and chelate silver ions, and decrease the adsorption of silver ions by Ag NPs, in situ. Thus, the suggested catalyst preparation process does not require toxic reagents, additional reductants, and intricate instruments. To show the effectiveness of the plant extract in reducing and immobilizing Ag NPs, the structural, morphological, and physicochemical features of the particles are studied using Fourier-transform infrared spectroscopy, inductively coupled plasma atomic emission spectroscopy, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, high-resolution transmission electron microscopy, vibrating sample magnetometry, X-ray diffraction analysis, and X-ray photoelectron spectroscopy. One of the advantages of the suggested method is to reduce the size of the magnetic NPs from 15-20 to 2-5 nm, in the presence of the extract. Additionally, the prepared Fe3O4@R. tinctorum/Ag nanocatalyst is demonstrated to exhibit a very high activity in the catalysis of the three-component reaction of aldehydes, amines, and alkynes (A3 coupling) with good to high yields of diverse propargylamines. Moreover, the nanocatalyst can be recovered several times with no considerable leaching or loss of performance.

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Veisi, H., Mohammadi, L., Hemmati, S., Tamoradi, T., & Mohammadi, P. (2019). In Situ Immobilized Silver Nanoparticles on Rubia tinctorum Extract-Coated Ultrasmall Iron Oxide Nanoparticles: An Efficient Nanocatalyst with Magnetic Recyclability for Synthesis of Propargylamines by A3 Coupling Reaction. ACS Omega, 4(9), 13991–14003. https://doi.org/10.1021/acsomega.9b01720

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