Synthesis and Characterization of New Lutidinium Ionic Liquid-Supported Vanadylsalicylaldoxime Complex for Catalytic Application in Epoxidation Reaction

Chem Biodivers. 2023 Apr;20(4):e202300152. doi: 10.1002/cbdv.202300152. Epub 2023 Mar 24.

Abstract

A new chelating task-specific ionic liquid (TSIL), lutidinium-based salicylaldoxime (LSOH), and its square pyramidal vanadyl(II) complex (VO(LSO)2 ) have been successfully synthesized and structurally characterized using elemental (CHN), spectral, and thermal analyses. The catalytic activity of the lutidinium-salicylaldoxime complex (VO(LSO)2 ) in the alkene epoxidation reactions was studied under various reaction conditions, such as solvent effect, alkene/oxidant molar ratio, pH, reaction temperature, reaction time, and the catalyst dose. The results demonstrated that the CHCl3 solvent, 1 : 3 of the cyclohexene/H2 O2 ratio, pH 8, temperature of 340 K, and catalyst dose of 0.012 mmol are assigned as the optimum conditions for achieving maximum catalytic activity for VO(LSO)2 . Moreover, the VO(LSO)2 complex has the potential for application in the effective and selective epoxidation of alkenes. Notably, under optimal VO(LSO)2 conditions, cyclic alkenes convert more efficiently to their corresponding epoxides than linear alkenes.

Keywords: catalysis; epoxidation; lutidinium-salicylaldoxime; structural characterization; vanadyl(II) complex.

MeSH terms

  • Alkenes
  • Catalysis
  • Epoxy Compounds* / chemical synthesis
  • Epoxy Compounds* / chemistry
  • Ionic Liquids* / chemistry
  • Oximes / chemistry
  • Vanadium / chemistry

Substances

  • Alkenes
  • Ionic Liquids
  • Oximes
  • salicylaldoxime
  • Vanadium
  • Epoxy Compounds