Functionalization of Fe3O4@SiO2 nanoparticles with Cu(i)-thiosemicarbazone complex as a robust and efficient heterogeneous nanocatalyst for N-arylation of N-heterocycles with aryl halides

Narjes Kaviani; Somayeh Behrouz; Abbas Ali Jafari; Mohammad Navid Soltani Rad

doi:10.1039/d3ra06327e

Functionalization of Fe₃O₄@SiO₂ nanoparticles with Cu(i)-thiosemicarbazone complex as a robust and efficient heterogeneous nanocatalyst for N-arylation of N-heterocycles with aryl halides

RSC Adv. 2023 Oct 16;13(43):30293-30305. doi: 10.1039/d3ra06327e. eCollection 2023 Oct 11.

Authors

Narjes Kaviani¹, Somayeh Behrouz², Abbas Ali Jafari¹, Mohammad Navid Soltani Rad²

Affiliations

¹ Department of Chemistry, Faculty of Science, Yazd University Yazd Iran Jafari@yazd.ac.ir.
² Department of Chemistry, Shiraz University of Technology Shiraz 71555-313 Iran behrouz@sutech.ac.ir +98 71 3735 4520 +98 71 3735 4500.

Abstract

In this research, the functionalized silica-coated magnetite nanoparticles with Cu(i)-thiosemicarbazone complex (Fe₃O₄@SiO₂-[CuL]) has been designed and synthesized as a magnetically retrievable nanocatalyst. Different techniques were employed to characterize the structure of Fe₃O₄@SiO₂-[CuL] comprising FT-IR, FE-SEM, TEM, DLS, XRD, EDX, TGA, AAS, and VSM analysis. The catalytic performance of Fe₃O₄@SiO₂-[CuL] was perused in Ullmann-type N-arylation of nucleobases, xanthines, and other N-heterocycles with diverse aryl halides which acquired the desired N-aryl products in good to excellent yields. Fe₃O₄@SiO₂-[CuL] is a thermal and chemical stable, easy to prepare and recyclable, inexpensive, and ecofriendly catalyst that needs no additional additive or ligand as promoters. This catalyst could be separated without difficulty by a simple magnet and reused for at least seven sequential runs without a significant decline in its catalytic performance.