N-heterocyclic carbene Pd(II) complex supported on Fe3O4@SiO2: Highly active, reusable and magnetically separable catalyst for Suzuki-Miyaura cross-coupling reactions in aqueous media

Akkoc M., Bugday N., Altın S., Kiraz N., Yaşar S., Özdemir İ.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, cilt.943, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 943
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1016/j.jorganchem.2021.121823
  • Dergi Adı: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex
  • Anahtar Kelimeler: Magnetic palladium catalyst, Pd(II)-N-heterocyclic carbene complex, Suzuki-Miyaura reaction, Green chemistry, Magnetite, FE3O4 NANOPARTICLES, MIZOROKI-HECK, EFFICIENT CATALYST, POROUS NANOSPHERE, SILICA, SONOGASHIRA, NANOSTRUCTURES, MICROSPHERES, NANOCATALYST, PRECURSOR
  • Akdeniz Üniversitesi Adresli: Evet

Özet

A new type magnetic nano Fe3O4@SiO2@NHC@Pd-MNPs heterogeneous catalyst was fabricated and characterized by Fourier Transform Infrared (FTIR) spectroscopy, Transmission Electron Microscopy (TEM), X-Ray Diffraction (XRD), X-ray Photoelectron Spectroscopy (XPS), Energy Disperse X-ray analysis (EDX), Thermogravimetric Analysis (TGA), Differential Thermal Analysis (DTA), and Scanning Electron Microscopy (SEM). The loading amount of Palladium (Pd) to magnetic nano Fe3O4@SiO2@NHC@Pd-MNPs was measured by Inductively Coupled Plasma-Optical Emission Spectroscopy (ICP-OES) analysis. The catalytic activity of magnetic nano Fe3O4@SiO2@NHC@Pd-MNPs heterogeneous catalyst was examined on Suzuki-Miyaura cross-coupling reactions of aryl halides with different substituted arylboronic acid derivatives. All coupling reactions yielded excellent results and high TOF (up to 76528 h(-1)) in the presence of 2 mg of Fe3O4@SiO2@NHC@Pd-MNPs catalyst (0.0197 mmolg(-1), 0.00394 mmol%Pd) at 80 degrees C in 2-propanol/H2O (1:2). In addition, the magnetic nano Fe3O4@SiO2@NHC@Pd-MNPs catalyst was easily recovered by using an external Nd-magnet and reused for the Suzuki cross-coupling reactions. The catalyst showed strong structural and chemical stability and was reused six times without losing its catalytic activity substantially. (C) 2021 Elsevier B.V. All rights reserved.