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

by 1,2,* and 1,*
1
Department of Chemistry, School of Science, Tianjin University, Tianjin 300354, China
2
Shandong YuHong New Pigment Co., Ltd., Dezhou 253000, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Molecules 2017, 22(1), 150; https://doi.org/10.3390/molecules22010150
Received: 23 December 2016 / Revised: 11 January 2017 / Accepted: 12 January 2017 / Published: 18 January 2017
Two polymer catalysts (Pd-OCMCS and Ni-OCMCS) with good reusability were synthesized by coordinating Pd and Ni onto O-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 n-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 p-NO2, p-CH3CO, and p-CHO was higher than that with electron-donating group p-CH3. View Full-Text
Keywords: O-carboxymethyl chitosan; biopolymer-supported catalyst; Pd-OCMCS; Ni-OCMCS; heck reaction O-carboxymethyl chitosan; biopolymer-supported catalyst; Pd-OCMCS; Ni-OCMCS; heck reaction
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Lv, D.; Zhang, M. O-Carboxymethyl Chitosan Supported Heterogeneous Palladium and Ni Catalysts for Heck Reaction. Molecules 2017, 22, 150.

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