Synthesis of Fe3O4@SiO2@OSi(CH2)3NHRN(CH2PPh2)2PdCl2 type nanocomposite complexes: Highly efficient and magnetically-recoverable catalysts in vitamin K3 synthesis

Food Chem. 2016 Dec 15:213:336-343. doi: 10.1016/j.foodchem.2016.06.093. Epub 2016 Jun 27.

Abstract

The synthesis of aminomethylphosphine-metal complexes have opened a new perspective to the catalytic applications of organic compounds. Magnetic Fe3O4 nano-core was synthesized using the closed quartz tube with Teflon cover and microwaved 200°C for 1h with power controlled instrument set to max. 600W. Novel nano-composite supported; Fe3O4@SiO2(CH2)3NHArN(CH2PPh2)2 and Fe3O4@SiO2(CH2)3N(CH2PPh2)2 type bis(diphenylphosphinomethyl)amino ligands and their Pd(II) complexes have been synthesized and characterized with FT-IR, SEM, EDX, TEM, UV-Visible, XRD and TG/DTA techniques. All the complexes were used as heterogeneous catalysts in the oxidation of 2-methyl naphthalene (2MN) to 2-methyl-1, 4-naphthoquinone (vitamin K3, menadione, 2MNQ) in the presence of hydrogen peroxide and acetic acid. Selectivity reached about 55-60% with a conversion of 90-96% using the nano-magnetite supported aminomethylphosphine-Pd(II) complexes. The complexes were very active in three times in the catalytic recycling experiments in five catalytic cycles.

Keywords: Aminophosphine; Catalyst; Fe(3)O(4); Menadione; Nano; Palladium; Phosphine; Vitamin K.

MeSH terms

  • Catalysis
  • Coordination Complexes / chemical synthesis*
  • Ferric Compounds / chemical synthesis*
  • Nanocomposites*
  • Oxidation-Reduction
  • Silicon Dioxide / chemical synthesis*
  • Spectroscopy, Fourier Transform Infrared / methods*
  • Vitamin K 3 / chemical synthesis*

Substances

  • Coordination Complexes
  • Ferric Compounds
  • ferric oxide
  • Vitamin K 3
  • Silicon Dioxide