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 |
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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. |
doi_str_mv | 10.1002/adsc.201701475 |
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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. 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.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201701475</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>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</subject><ispartof>Advanced synthesis & catalysis, 2018-04, Vol.360 (8), p.1673-1684</ispartof><rights>2018 Wiley‐VCH Verlag GmbH & Co. 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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. 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.</description><subject>Alkynes</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Coordination compounds</subject><subject>Copper</subject><subject>Copper catalyst</subject><subject>Copper compounds</subject><subject>Cycloaddition</subject><subject>Differential scanning calorimetry</subject><subject>Imines</subject><subject>Inductively coupled plasma</subject><subject>Infrared analysis</subject><subject>Polyacrylonitrile fiber</subject><subject>Propargylamines</subject><subject>Recyclability</subject><subject>Scanning electron microscopy</subject><subject>Schiff base</subject><subject>Spectroscopic analysis</subject><subject>Spectrum analysis</subject><subject>Stability analysis</subject><subject>Thermal analysis</subject><subject>Thermal stability</subject><subject>Triazoles</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkcFu1DAQhiMEEqVw7dkSF5C6i-0km_hY0m67UlErbXuOZu1x68prB9tRm554BF6KF-FJ8GpROXKa0cz3z4zmL4ojRueMUv4FVJRzTllDWdXUr4oDtmD1rGIL8folr-nb4l2MDzRjbdMcFL86PwwYPq1Wn3__-LmW90Zr8hUiks5vB4tPubocnUzGO7DmGRW59nYCGSbrnUnBWCRLs8FAIBIg5wHRkTOtjTToErnAhMHfoUM_RtJBAjvFRLQP5MphHn7tE_k22mRk3ufdTrOeXLrHiJF4TdgxPy4zdxMMPHubi-DyDcEPEO4mC1vjML4v3miwET_8jYfF7fLspruYXV6dr7qTy5ks66qeiYa3JYBoxaYRgouN5Aut1EZRFJVuK4W0bnTuSlYCbXWrtAImFEIlGYW2PCw-7ucOwX8fMab-wY8hPyb2nHJR16zii0zN95QMPsaAuh-C2UKYekb7nVX9zqr-xaosEHvBY_7m9B-6Pzldd_-0fwCJ8KBz</recordid><startdate>20180417</startdate><enddate>20180417</enddate><creator>Li, Pengyu</creator><creator>Liu, Yuanyuan</creator><creator>Wang, Lu</creator><creator>Xiao, Jian</creator><creator>Tao, Minli</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20180417</creationdate><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</title><author>Li, Pengyu ; Liu, Yuanyuan ; Wang, Lu ; Xiao, Jian ; Tao, Minli</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3545-97283aa989b79929bc26fddbd0e94f84de057f89bc13a08f8dfda19dea4c10a83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Alkynes</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Coordination compounds</topic><topic>Copper</topic><topic>Copper catalyst</topic><topic>Copper compounds</topic><topic>Cycloaddition</topic><topic>Differential scanning calorimetry</topic><topic>Imines</topic><topic>Inductively coupled plasma</topic><topic>Infrared analysis</topic><topic>Polyacrylonitrile fiber</topic><topic>Propargylamines</topic><topic>Recyclability</topic><topic>Scanning electron microscopy</topic><topic>Schiff base</topic><topic>Spectroscopic analysis</topic><topic>Spectrum analysis</topic><topic>Stability analysis</topic><topic>Thermal analysis</topic><topic>Thermal stability</topic><topic>Triazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Pengyu</creatorcontrib><creatorcontrib>Liu, Yuanyuan</creatorcontrib><creatorcontrib>Wang, Lu</creatorcontrib><creatorcontrib>Xiao, Jian</creatorcontrib><creatorcontrib>Tao, Minli</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Pengyu</au><au>Liu, Yuanyuan</au><au>Wang, Lu</au><au>Xiao, Jian</au><au>Tao, Minli</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>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</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2018-04-17</date><risdate>2018</risdate><volume>360</volume><issue>8</issue><spage>1673</spage><epage>1684</epage><pages>1673-1684</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>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.</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.201701475</doi><tpages>12</tpages></addata></record> |
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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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