Palladium supported on ethylenediaminetetraacetic acid functionalized cellulose: synthesis, characterization, and its application in carbon–carbon cross-coupling reactions
Through the esterification of cellulose (Cell) with ethylenediaminetetraacetic dianhydride, ethylenediaminetetraacetic acid-functionalized cellulose (Cell-EDTA) was conveniently obtained. Furtherly a novel and efficient Cell-EDTA-supported palladium catalyst (Pd@Cell-EDTA) was easily prepared via co...
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| Veröffentlicht in: | Cellulose (London) 2022-03, Vol.29 (4), p.2159-2173 |
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| creator | Xu, Zhian Xu, Jinxi Zheng, Waner Li, Yiqun |
| description | Through the esterification of cellulose (Cell) with ethylenediaminetetraacetic dianhydride, ethylenediaminetetraacetic acid-functionalized cellulose (Cell-EDTA) was conveniently obtained. Furtherly a novel and efficient Cell-EDTA-supported palladium catalyst (Pd@Cell-EDTA) was easily prepared via coordination of Cell-EDTA with PdCl
2
. The as-prepared Pd@Cell-EDTA was fully characterized by inductively coupled plasma atomic emission spectrometry, X-ray photoelectron spectroscopy, Fourier transform infrared spectra, energy-dispersive spectroscopy, scanning electron microscopy, transmission electron microscopy, thermogravimetric analysis and derivative thermogravimetric analysis techniques. Then Pd@Cell-EDTA was successfully exerted as catalysts in Suzuki reactions and Sonogashira reactions. Due to the interactions of carboxylic groups, nitrogen atoms, and hydroxyl groups on cellulose, the Pd complex showed excellent activity towards these carbon–carbon cross-coupling reactions. The catalyst recycling experiments for Suzuki model reaction showed that the catalyst can be reused at least five times without significant losing its catalytic performance. The present cellulose-based Pd@Cell-EDTA catalyst offers the salient features of wide application, excellent catalytic activity, good reusability, tolerance of broad scope of substrate, and environmental benign.
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| doi_str_mv | 10.1007/s10570-022-04459-z |
| format | Article |
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2
. The as-prepared Pd@Cell-EDTA was fully characterized by inductively coupled plasma atomic emission spectrometry, X-ray photoelectron spectroscopy, Fourier transform infrared spectra, energy-dispersive spectroscopy, scanning electron microscopy, transmission electron microscopy, thermogravimetric analysis and derivative thermogravimetric analysis techniques. Then Pd@Cell-EDTA was successfully exerted as catalysts in Suzuki reactions and Sonogashira reactions. Due to the interactions of carboxylic groups, nitrogen atoms, and hydroxyl groups on cellulose, the Pd complex showed excellent activity towards these carbon–carbon cross-coupling reactions. The catalyst recycling experiments for Suzuki model reaction showed that the catalyst can be reused at least five times without significant losing its catalytic performance. The present cellulose-based Pd@Cell-EDTA catalyst offers the salient features of wide application, excellent catalytic activity, good reusability, tolerance of broad scope of substrate, and environmental benign.
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2
. The as-prepared Pd@Cell-EDTA was fully characterized by inductively coupled plasma atomic emission spectrometry, X-ray photoelectron spectroscopy, Fourier transform infrared spectra, energy-dispersive spectroscopy, scanning electron microscopy, transmission electron microscopy, thermogravimetric analysis and derivative thermogravimetric analysis techniques. Then Pd@Cell-EDTA was successfully exerted as catalysts in Suzuki reactions and Sonogashira reactions. Due to the interactions of carboxylic groups, nitrogen atoms, and hydroxyl groups on cellulose, the Pd complex showed excellent activity towards these carbon–carbon cross-coupling reactions. The catalyst recycling experiments for Suzuki model reaction showed that the catalyst can be reused at least five times without significant losing its catalytic performance. The present cellulose-based Pd@Cell-EDTA catalyst offers the salient features of wide application, excellent catalytic activity, good reusability, tolerance of broad scope of substrate, and environmental benign.
Graphical Abstract</description><subject>Bioorganic Chemistry</subject><subject>Carbon</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Cellulose</subject><subject>Cellulose esters</subject><subject>Ceramics</subject><subject>Chemical reactions</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Composites</subject><subject>Cross coupling</subject><subject>Electron microscopy</subject><subject>Esterification</subject><subject>Ethylenediaminetetraacetic acids</subject><subject>Fourier transforms</subject><subject>Glass</subject><subject>Hydroxyl groups</subject><subject>Inductively coupled plasma</subject><subject>Infrared analysis</subject><subject>Infrared spectra</subject><subject>Infrared spectroscopy</subject><subject>Microscopy</subject><subject>Natural Materials</subject><subject>Nitrogen atoms</subject><subject>Organic Chemistry</subject><subject>Original Research</subject><subject>Palladium</subject><subject>Photoelectrons</subject><subject>Physical Chemistry</subject><subject>Polymer Sciences</subject><subject>Substrates</subject><subject>Sustainable Development</subject><subject>Thermogravimetric analysis</subject><issn>0969-0239</issn><issn>1572-882X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNp9kUuOFDEMhiMEEs3ABVhFYjsFSeqRKnZoxEsaaViAxC5yOa7pjNKpIkktulfcgXNwKU5Cpgtpdmxsy_5-O9HP2EspXksh9JskRatFJZSqRNO0Q3V6xHay1arqe_X9MduJoRvKuB6esmcp3QkhBq3kjv3-At6DdeuBp3VZ5pjJ8jlwyvujp0DWwcEFypQjAFJ2yAGd5dMaMLs5gHenokDyfvVzorc8HUPeU3LpkuMeImCm6E5wD19yCJa7nDgsi3d4bnIXOEIc5_Dn56-t4BjnlCqc10KFWx4JzsfSc_ZkAp_oxb98wb59eP_16lN1ffPx89W76wrrrs6VpXG0opMtiUaPdrIKGt2P0COIAbRsmr4ex4mUnQhR4IC2bTUqrbWUnRT1BXu17V3i_GOllM3dvMby2WRUV-tWDyUWSm3U-bmRJrNEd4B4NFKYe1vMZosptpizLeZURPUmSgUOtxQfVv9H9Rd6nJjZ</recordid><startdate>20220301</startdate><enddate>20220301</enddate><creator>Xu, Zhian</creator><creator>Xu, Jinxi</creator><creator>Zheng, Waner</creator><creator>Li, Yiqun</creator><general>Springer Netherlands</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><orcidid>https://orcid.org/0000-0002-3303-1730</orcidid><orcidid>https://orcid.org/0000-0002-4604-9155</orcidid><orcidid>https://orcid.org/0000-0002-5369-6131</orcidid><orcidid>https://orcid.org/0000-0002-2748-0046</orcidid></search><sort><creationdate>20220301</creationdate><title>Palladium supported on ethylenediaminetetraacetic acid functionalized cellulose: synthesis, characterization, and its application in carbon–carbon cross-coupling reactions</title><author>Xu, Zhian ; Xu, Jinxi ; Zheng, Waner ; Li, Yiqun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-debbd0615e047bdfd2a478ba8ca09a714483bbfe2dfecc0c9cd557c2777116103</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Bioorganic Chemistry</topic><topic>Carbon</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Cellulose</topic><topic>Cellulose esters</topic><topic>Ceramics</topic><topic>Chemical reactions</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Composites</topic><topic>Cross coupling</topic><topic>Electron microscopy</topic><topic>Esterification</topic><topic>Ethylenediaminetetraacetic acids</topic><topic>Fourier transforms</topic><topic>Glass</topic><topic>Hydroxyl groups</topic><topic>Inductively coupled plasma</topic><topic>Infrared analysis</topic><topic>Infrared spectra</topic><topic>Infrared spectroscopy</topic><topic>Microscopy</topic><topic>Natural Materials</topic><topic>Nitrogen atoms</topic><topic>Organic Chemistry</topic><topic>Original Research</topic><topic>Palladium</topic><topic>Photoelectrons</topic><topic>Physical Chemistry</topic><topic>Polymer Sciences</topic><topic>Substrates</topic><topic>Sustainable Development</topic><topic>Thermogravimetric analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xu, Zhian</creatorcontrib><creatorcontrib>Xu, Jinxi</creatorcontrib><creatorcontrib>Zheng, Waner</creatorcontrib><creatorcontrib>Li, Yiqun</creatorcontrib><collection>CrossRef</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Cellulose (London)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xu, Zhian</au><au>Xu, Jinxi</au><au>Zheng, Waner</au><au>Li, Yiqun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium supported on ethylenediaminetetraacetic acid functionalized cellulose: synthesis, characterization, and its application in carbon–carbon cross-coupling reactions</atitle><jtitle>Cellulose (London)</jtitle><stitle>Cellulose</stitle><date>2022-03-01</date><risdate>2022</risdate><volume>29</volume><issue>4</issue><spage>2159</spage><epage>2173</epage><pages>2159-2173</pages><issn>0969-0239</issn><eissn>1572-882X</eissn><abstract>Through the esterification of cellulose (Cell) with ethylenediaminetetraacetic dianhydride, ethylenediaminetetraacetic acid-functionalized cellulose (Cell-EDTA) was conveniently obtained. Furtherly a novel and efficient Cell-EDTA-supported palladium catalyst (Pd@Cell-EDTA) was easily prepared via coordination of Cell-EDTA with PdCl
2
. The as-prepared Pd@Cell-EDTA was fully characterized by inductively coupled plasma atomic emission spectrometry, X-ray photoelectron spectroscopy, Fourier transform infrared spectra, energy-dispersive spectroscopy, scanning electron microscopy, transmission electron microscopy, thermogravimetric analysis and derivative thermogravimetric analysis techniques. Then Pd@Cell-EDTA was successfully exerted as catalysts in Suzuki reactions and Sonogashira reactions. Due to the interactions of carboxylic groups, nitrogen atoms, and hydroxyl groups on cellulose, the Pd complex showed excellent activity towards these carbon–carbon cross-coupling reactions. The catalyst recycling experiments for Suzuki model reaction showed that the catalyst can be reused at least five times without significant losing its catalytic performance. The present cellulose-based Pd@Cell-EDTA catalyst offers the salient features of wide application, excellent catalytic activity, good reusability, tolerance of broad scope of substrate, and environmental benign.
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| subjects | Bioorganic Chemistry Carbon Catalysts Catalytic activity Cellulose Cellulose esters Ceramics Chemical reactions Chemistry Chemistry and Materials Science Composites Cross coupling Electron microscopy Esterification Ethylenediaminetetraacetic acids Fourier transforms Glass Hydroxyl groups Inductively coupled plasma Infrared analysis Infrared spectra Infrared spectroscopy Microscopy Natural Materials Nitrogen atoms Organic Chemistry Original Research Palladium Photoelectrons Physical Chemistry Polymer Sciences Substrates Sustainable Development Thermogravimetric analysis |
| title | Palladium supported on ethylenediaminetetraacetic acid functionalized cellulose: synthesis, characterization, and its application in carbon–carbon cross-coupling reactions |
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