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Magnetic MCM-41 nanoparticles as support for the immobilization of organometallic catalyst of palladium and its application in C-C coupling reactions

Abstract

In this work, surface of magnetic MCM-41 nanoparticles (MCM-41/Fe3O4) modified by 3-aminopropyltriemtoxysilane (APTES) and further 1-methyl imidazole was anchored on its surface using cyanuric chloride as linker. Then, Pd2+ ions were immobilized on the surface of modified MCM-41/Fe3O4 (Pd-imi-CC@MCM‐41/Fe3O4) and further its application was studied as magnetically recyclable nanocatalyst in carbon-carbon coupling reactions between wide range of aryl halides and butyl acrylate, methyl acrylate, acrylonitrile, phenylboronic acid, or 3,4-diflorophenylboronic acid under phosphine-free ligand and air atmosphere. This catalyst has advantages of both Fe3O4 nanoparticles and mesoporous MCM-41. Catalyst structure was characterized using TEM, SEM, EDS, WDX, N2 adsorption–desorption isotherms, XRD, TGA, FT-IR, and AAS techniques. Also, recovered catalyst was characterized by SEM, AAS and FT-IR techniques. All products from carbon-carbon coupling reaction were obtained with excellent yields and high TON and TOF values, which were indicate the high efficiency and activity of this catalyst. Selectivity of this catalyst was studied in various aryl halides which are bearing different functional groups. Heterogeneity and stability of Pd-imi-CC@MCM‐41/Fe3O4 was studied by AAS technique, leaching test and poisoning test. Therefore, this heterogeneous catalyst can be reused for several times.

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Publication details

The article was received on 26 May 2019, accepted on 11 Aug 2019 and first published on 12 Aug 2019


Article type: Paper
DOI: 10.1039/C9NJ02727K
New J. Chem., 2019, Accepted Manuscript

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    Magnetic MCM-41 nanoparticles as support for the immobilization of organometallic catalyst of palladium and its application in C-C coupling reactions

    B. Tahmasbi and A. Ghorbani-Choghamarani, New J. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9NJ02727K

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