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Methyl Salicylate Functionalized Magnetic Chitosan Immobilized Palladium Nanoparticles: An Efficient Catalyst for the Suzuki and Heck Coupling Reactions in Water
Author(s) -
Hasan Kamrul
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001933
Subject(s) - catalysis , thermogravimetric analysis , fourier transform infrared spectroscopy , heck reaction , palladium , chitosan , aryl , nuclear chemistry , materials science , heterogeneous catalysis , nanoparticle , chemistry , suzuki reaction , chemical engineering , polymer chemistry , organic chemistry , nanotechnology , alkyl , engineering
Abstract A heterogeneous catalyst was fabricated by immobilization of chitosan (CS) on magnetic Fe 3 O 4 following the deposition of palladium nanoparticles on its modified surface. The prepared catalyst was characterized using Fourier transform infrared (FTIR) spectroscopy, thermogravimetric analysis (TGA), X‐ray diffractometer (XRD), scanning electron microscopy (SEM) and energy dispersive X‐ray spectroscopy (EDX). The catalyst was investigated for the Suzuki‐Miyaura and Heck‐Mizoroki cross‐coupling reactions and afforded arylated products with high turnover number TON (980) and turnover frequency TOF (980 h −1 ). The optimized catalytic system was found practical and green as catalyst loading was low (0.10 mol%), water used as solvent and the catalyst was separated with external magnet. A wide variety of aryl halides including electro withdrawing and releasing groups were investigated and found excellent to good yield of Suzuki and Heck cross‐coupled products. Furthermore, the catalyst was recovered and reused up to seven times for Suzuki coupling reactions with 97% efficiency.