Synthesis, characterization and catalytic activity of copper (II) complex immobilized on magnetic nanoparticles (Fe₃O₄@SiO₂-(Imine-Thiazole)-Cu(OAc)₂ nanomaterial) for synthesis of diaryl sulfides and benzothiophenes

Abstract

Research on the synthesis of organosulfur compounds is an attractive research fields among synthetic chemists. Diaryl sulfides and benzothiophenes are important organosulfur compounds with a diverse range of biological activities which are privileged in the structure of numerous biological molecules and natural products. In this paper, we successfully fabricated copper complex supported on the surface of magnetic nanoparticles modified with imine-thiazole ligand and studied its catalytic activity in the synthesis of diaryl sulfides and benzothiophenes. The structure of Fe₃O₄@SiO₂-(Imine-Thiazole)-Cu(OAc)₂ nanomaterial was well characterized by Fourier transform infrared, scanning electron microscope, energy-dispersive X-ray spectrum, transmission electron microscopy, thermal gravimetric analysis, vibrating sample magnetometer, X-ray powder diffraction (XRD), Atomic absorption spectroscopy (AAS) and Inductively coupled plasma-optical emission spectroscopy (ICP-OES) techniques. The Fe₃O₄@SiO₂-(Imine-Thiazole)-Cu(OAc)₂ catalyst could be recovered via magnetic attraction and (upon washing with an organic phase and water) could be reused at least seven runs without a noticeable decrease in its performance.

Graphical Abstract

Keywords:

• Benzothiophenes
• diaryl sulfides
• Fe₃O₄@SiO₂-(Imine-Thiazole)-Cu(OAc)₂ nanomaterial
• nanomagnetic copper catalyst
• organic synthesis

Acknowledgments

Foundation: Colleges and Universities Natural Science Research General project of Jiangsu Province. No. 18KJB210008.

Additional information

Funding

This work was supported by the research facilities of Nanjing Polytechnic Institute, College of Chemical and Biological Science, Nanjing, Jiangsu, China.