O-Carboxymethyl Chitosan Supported Heterogeneous Palladium and Ni Catalysts for Heck Reaction

• Published in: Molecules (Basel, Switzerland) Switzerland), 2017-01, Vol.22 (1), p.150-150
• Main Authors: Lv, Dongjun, Zhang, Mingjie
• Format: Article
• Language: English
• Subjects: Acrylates - chemistry; Adsorption; Amino groups; Aromatic compounds; Benzene Derivatives - chemistry; Benzyl Compounds - chemistry; biopolymer-supported catalyst; Biopolymers; Cancer; Carbon; Catalysis; Catalysts; Chemical bonds; Chitosan; Chitosan - analogs & derivatives; Chitosan - chemistry; Chlorides; Diffraction; Electrons; Emission analysis; Equipment Reuse; Fourier analysis; Halides; heck reaction; Inductively coupled plasma; Infrared analysis; Infrared spectra; Iodides; Ligands; Microscopy, Electron, Scanning; Ni-OCMCS; Nickel - chemistry; Nitrogen dioxide; O-carboxymethyl chitosan; Optical emission spectroscopy; Palladium; Palladium - chemistry; Pd-OCMCS; Polymers; Spectrometry; Structural stability; Thermal stability; X-ray diffraction; Yield
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules22010150

Two polymer catalysts (Pd-OCMCS and Ni-OCMCS) with good reusability were synthesized by coordinating Pd and Ni onto -carboxymethyl chitosan (OCMCS). The chemical structure and thermal stability of prepared catalysts were determined by Fourier transform infrared (FT-IR) spectra, Energy Dispersive Spectrometer (EDS)analysis, X-ray diffraction (XRD), and thermogravimetric analyzer (TG-DTG), and the analysis results showed that the Pd and Ni ions coordinated onto the OCMCS and formed a ligand with the -COOH group, amino groups, and -OH group on the OCMCS, and the EDS and Inductively Coupled Plasma Optical Emission Spectrometry (ICP-OES) analysis results showed that the loading amounts of Pd and Ni were approximately 8.3% and 8.9%, respectively. In the Heck reaction between aryl halides and -butyl acrylate catalyzed by the prepared catalyst, the test results showed that the product yield followed the order of aryl iodide > aryl bromide > aryl chloride. Additionally, the product yield for the aryl iodide and aryl bromide could reach up to 99% and 96%, respectively. Moreover, the electron-withdrawing and electron-donating property of the group on the aryl also affected the product yield, and the product yield for aryl halides with electron-withdrawing group -NO₂, -CH₃CO, and -CHO was higher than that with electron-donating group -CH₃.