Copper(II)‐Schiff Base Complex‐Functionalized Polyacrylonitrile Fiber as a Green Efficient Heterogeneous Catalyst for One‐Pot Multicomponent Syntheses of 1,2,3‐Triazoles and Propargylamines

A series of copper(II)‐Schiff bases‐functionalized polyacrylonitrile fiber catalysts were successfully prepared using copper acetate as copper source and characterized by elemental analysis, fourier‐transfer infrared spectroscopy, ultraviolet‐visible spectroscopy, X‐ray photoelectron spectroscopy an...

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Veröffentlicht in:Advanced synthesis & catalysis 2018-04, Vol.360 (8), p.1673-1684
Hauptverfasser: Li, Pengyu, Liu, Yuanyuan, Wang, Lu, Xiao, Jian, Tao, Minli
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Liu, Yuanyuan
Wang, Lu
Xiao, Jian
Tao, Minli
description A series of copper(II)‐Schiff bases‐functionalized polyacrylonitrile fiber catalysts were successfully prepared using copper acetate as copper source and characterized by elemental analysis, fourier‐transfer infrared spectroscopy, ultraviolet‐visible spectroscopy, X‐ray photoelectron spectroscopy and inductively coupled plasma analysis. Excellent physical strength and thermal stability of the fiber catalysts were demonstrated by scanning electron microscopy, X‐ray diffraction, thermogravimetric/differential scanning calorimetry analysis and mechanical strength measurements. Furthermore, these catalysts were successfully applied to one‐pot multicomponent copper‐catalyzed azide‐alkyne cycloaddition (CuAAC) reaction and aldehyde, alkyne, amine (A3) coupling reaction in which the influences of different substituent groups on the catalytic activities of fiber catalysts were investigated in detail. Among them, the bis[N‐ethyl‐3,5‐di‐tert‐butyl‐salicylideneiminato]copper(II)‐functionalized polyacrylonitrile fiber (PANS2F−Cu) as a green, efficient catalyst exhibited the best catalytic activity for its high hydrophobic micro‐environment can aggregate the reactants to the catalytic sites and accelerate the reaction. In addition, the PANS2F−Cu has performed well in scaled‐up experiment and shown excellent recyclability (at least ten times), and these enable it to have great potential for further applications.
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Excellent physical strength and thermal stability of the fiber catalysts were demonstrated by scanning electron microscopy, X‐ray diffraction, thermogravimetric/differential scanning calorimetry analysis and mechanical strength measurements. Furthermore, these catalysts were successfully applied to one‐pot multicomponent copper‐catalyzed azide‐alkyne cycloaddition (CuAAC) reaction and aldehyde, alkyne, amine (A3) coupling reaction in which the influences of different substituent groups on the catalytic activities of fiber catalysts were investigated in detail. Among them, the bis[N‐ethyl‐3,5‐di‐tert‐butyl‐salicylideneiminato]copper(II)‐functionalized polyacrylonitrile fiber (PANS2F−Cu) as a green, efficient catalyst exhibited the best catalytic activity for its high hydrophobic micro‐environment can aggregate the reactants to the catalytic sites and accelerate the reaction. 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source Wiley Online Library Journals Frontfile Complete
subjects Alkynes
Catalysis
Catalysts
Catalytic activity
Coordination compounds
Copper
Copper catalyst
Copper compounds
Cycloaddition
Differential scanning calorimetry
Imines
Inductively coupled plasma
Infrared analysis
Polyacrylonitrile fiber
Propargylamines
Recyclability
Scanning electron microscopy
Schiff base
Spectroscopic analysis
Spectrum analysis
Stability analysis
Thermal analysis
Thermal stability
Triazoles
title Copper(II)‐Schiff Base Complex‐Functionalized Polyacrylonitrile Fiber as a Green Efficient Heterogeneous Catalyst for One‐Pot Multicomponent Syntheses of 1,2,3‐Triazoles and Propargylamines
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