Cassia fistula galactomannan stabilized copper nanocatalyst as an efficient, recyclable heterogeneous catalyst for the fast clickable [3+2] Huisgen cycloadditions in water

Int J Biol Macromol. 2024 Jan:255:128098. doi: 10.1016/j.ijbiomac.2023.128098. Epub 2023 Nov 14.

Abstract

In this study, we have first time investigated the synthesis of copper nanocatalyst by using biopolymer galactomannan, naturally extracted from Cassia fistula pods. The methodology involved for the preparation of copper nanocatalyst is economical, efficient, environment friendly, and did not involve further processing for stabilization or reduction of copper nanoparticles. The morphology and structural characterization of the nanocatalyst was performed by using different techniques such as FT-IR, 1H NMR, SEM, EDX, HR-TEM, XRD, XPS, ICP-MS, BET, and TGA analysis. The prepared copper nanocatalyst is applied for the click [3+2] Huisgen cycloadditions of various azides and alkynes, employing water as environmentally benign solvent. In comparison to earlier reported methods, our method requires lowest catalyst loading, less reaction time, excellent yields and have wide substrate scope. Additionally, the catalyst was easily recovered by simple filtration and recycled at least ten consecutive times without any appreciable loss of efficiency and selectivity. The effect of mannose and galactose (Man/Gal) ratio of Cassia fistula galactomannan on the catalytic activity were also investigated.

Keywords: Cassia fistula; Click chemistry; Copper nanocatalyst; Galactomannan; Man/gal ratio.

MeSH terms

  • Cassia*
  • Copper / chemistry
  • Cycloaddition Reaction
  • Humans
  • Spectroscopy, Fourier Transform Infrared
  • Water*

Substances

  • Water
  • Copper
  • galactomannan