Magnetic nanocomposite based on chitosan-gelatin hydrogel embedded with copper oxide nanoparticles: A novel and promising catalyst for the synthesis of polyhydroquinoline derivatives

Int J Biol Macromol. 2024 Apr;263(Pt 2):130211. doi: 10.1016/j.ijbiomac.2024.130211. Epub 2024 Feb 29.

Abstract

Nanocatalysts are vital in several domains, such as chemical processes, energy generation, energy preservation, and environmental pollution mitigation. An experimental study was conducted at room temperature to evaluate the catalytic activity of the new gelatin-chitosan hydrogel/CuO/Fe3O4 nanocomposite in the asymmetric Hantzsch reaction. All components of the nanocomposite exhibit a synergistic effect as a Lewis acid, promote the reaction. Dimedone, ammonium acetate, ethyl acetoacetate, and other substituted aldehydes were used to synthesize diverse polyhydroquinoline derivatives. The nanocomposite exhibited exceptional efficacy (over 90 %) and durability (retaining 80 % of its original capacity after 5 cycles) as a catalyst in the one-pot asymmetric synthesis of polyhydroquinoline derivatives. Also, turnover numbers (TON) and turnover frequency (TOF) have been checked for catalyst (TON and TOF = 50,261 and 100,524 h-1) and products. The experiment demonstrated several benefits, such as exceptional product efficacy, rapid reaction time, functioning at ambient temperature without specific requirements, and effortless separation by the use of an external magnet after the reaction is finished. The results suggest the development of a magnetic nanocatalyst with exceptional performance. The composition of the Ge-CS hydrogel/CuO/Fe3O4 nanocomposite was thoroughly analyzed using several methods including FT-IR, XRD, FE-SEM, EDX, VSM, BET, and TGA. These analyses yielded useful information into the composition and characteristics of the nanocomposite, hence further enhancing the knowledge of its possible uses.

Keywords: Chitosan; CuO; Gelatin; Magnetic catalyst; Polyhydroquinolines.

MeSH terms

  • Chitosan* / chemistry
  • Copper / chemistry
  • Gelatin
  • Hydrogels
  • Magnetic Phenomena
  • Nanocomposites* / chemistry
  • Nanoparticles*
  • Oxides
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Chitosan
  • cuprous oxide
  • Copper
  • Gelatin
  • Hydrogels
  • Oxides