A novel and efficient magnetically recoverable copper catalyst [MNPs-guanidine-bis(ethanol)-Cu] for Pd-free Sonogashira coupling reaction. Issue 18 (17th September 2022)

• Record Type: Journal Article
• Authors: Patra, Indrajit; H. Mohammed, Faris; Obaid Aldulaimi, Ahmed Kareem; Abbas khudhair, Dunia; Fakri Mustafa, Yasser
• Is Part Of: Synthetic communications. Volume 52:Issue 18(2022)
• Page Start: 1856
• Page End: 1866
• Publication Date: 2022-09-17
• Subjects: Catalytic activity -- magnetic separation -- MNPs-guanidine-bis(ethanol)-Cu -- Pd-free system -- Sonogashira cross-coupling reactions; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2022.2116718
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: We designed and fabricated a copper complex immobilized on the surface of silica-coated magnetic nanoparticles modified with guanidine-bis ethanol (prepared via the ring-opening reaction of MNPs-guanidine with epoxide). FT-IR spectroscopy, Scanning electron microscope (SEM, Transmission electron microscopy (TEM), Energy-dispersive X-ray spectroscopy (EDS), Thermogravimetric analysis (TGA), Vibrating sample magnetometer (VSM), X-ray diffraction (XRD), Elemental mapping, Atomic absorption spectroscopy (AAS), Inductively Coupled Plasma Optical Emission spectroscopy (ICP-OES) and Elemental mapping-analysis were used to characterize the structure of MNPs-guanidine-bis(ethanol)-Cu nanocatalyst. The MNPs-guanidine-bis(ethanol)-Cu nanocomposite showed high catalytic activity in the Pd-free Sonogashira cross-coupling reactions. The MNPs-guanidine-bis(ethanol)-Cu catalyst was consistent toward a variety of aryl halides bearing amine, acid, aldehyde, nitro, etc., functional groups, where high-to-excellent yields were obtained for all substrates. The copper nanocatalyst could be easily recovered by a simple magnetic separation and recycled at least 8 times without deterioration in catalytic activity. Graphical Abstract: UF0001