Novel self‐doped Pd/Cu bimetals in CMC/PANI composites: Efficient heterogeneous catalyst for cooperative Sonogashira and Sonogashira‐cyclization tandem reactions
A new Pd/Cu bimetal catalyst supported on carboxymethylcellulose/polyaniline (CMC/PANI) composites (Pd/Cu@CMC/PANI) was fabricated to investigate the cooperative effect between Pd/Cu bimetals in Sonogashira reactions. This approach involves the self‐organization of aniline on CMC via H‐bond, enablin...
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description | A new Pd/Cu bimetal catalyst supported on carboxymethylcellulose/polyaniline (CMC/PANI) composites (Pd/Cu@CMC/PANI) was fabricated to investigate the cooperative effect between Pd/Cu bimetals in Sonogashira reactions. This approach involves the self‐organization of aniline on CMC via H‐bond, enabling in situ oxidative polymerization using Pd(II) and Cu(II) ions as co‐oxidants. Subsequently, Pd and Cu are self‐deposited on the resulting CMC/PANI composites through the interaction of coordination and metathesis. The morphological and compositional analysis of the prepared catalyst was performed using various analytical tools such as ICP‐AES, FT‐IR, XPS, SEM, TEM, EDS, elemental mapping, and TGA. The Pd/Cu@CMC/PANI composite as a cooperative catalyst for the Sonogashira couplings exhibited high catalytic activity with relatively low Pd loading over its monometallic Pd counterpart, demonstrating the cooperative effect between Pd and Cu. Then, this bimetallic catalyst was successfully adapted for Sonogashira‐cyclization tandem reaction for the synthesis of benzofuran with excellent yields. Significantly, the Pd/Cu@CMC/PANI catalyst exhibited thermal stability under the reaction conditions and could be easily retrieved and reused repeatedly for five runs in the model reaction without significant discernible performance degradation.
A novel self‐doped Pd/Cu@CMC/PANI composite was prepared, and its catalytic potential was evaluated for the first time via alkynes and benzofurans synthesis using the Sonogashira reaction and the Sonogashira‐cyclization tandem reaction. |
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A novel self‐doped Pd/Cu@CMC/PANI composite was prepared, and its catalytic potential was evaluated for the first time via alkynes and benzofurans synthesis using the Sonogashira reaction and the Sonogashira‐cyclization tandem reaction.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.7509</identifier><language>eng</language><publisher>Chichester: Wiley Subscription Services, Inc</publisher><subject>Aniline ; Bimetals ; Carboxymethyl cellulose ; carboxymethylcellulose/polyaniline composites ; Cascade chemical reactions ; Catalysts ; Catalytic activity ; Chemical synthesis ; cooperative catalysis ; Couplings ; Metathesis ; Oxidizing agents ; Palladium ; Pd/Cu bimetal ; Performance degradation ; Polyanilines ; Sonogashira reaction ; Thermal stability ; X ray photoelectron spectroscopy</subject><ispartof>Applied organometallic chemistry, 2024-07, Vol.38 (7), p.n/a</ispartof><rights>2024 John Wiley & Sons Ltd.</rights><rights>2024 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2549-ad5dddeaeadd50911db01612b4b940377e8154f146f2ae78343ff3303af982a93</cites><orcidid>0000-0002-1983-270X ; 0009-0005-3344-5780 ; 0000-0002-5329-9363 ; 0009-0000-3273-0946 ; 0000-0002-3303-1730</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Faoc.7509$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Faoc.7509$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Huang, Yuling</creatorcontrib><creatorcontrib>Lin, Dongtao</creatorcontrib><creatorcontrib>Qi, Yumei</creatorcontrib><creatorcontrib>Deng, Hanhui</creatorcontrib><creatorcontrib>Li, Yiqun</creatorcontrib><title>Novel self‐doped Pd/Cu bimetals in CMC/PANI composites: Efficient heterogeneous catalyst for cooperative Sonogashira and Sonogashira‐cyclization tandem reactions</title><title>Applied organometallic chemistry</title><description>A new Pd/Cu bimetal catalyst supported on carboxymethylcellulose/polyaniline (CMC/PANI) composites (Pd/Cu@CMC/PANI) was fabricated to investigate the cooperative effect between Pd/Cu bimetals in Sonogashira reactions. This approach involves the self‐organization of aniline on CMC via H‐bond, enabling in situ oxidative polymerization using Pd(II) and Cu(II) ions as co‐oxidants. Subsequently, Pd and Cu are self‐deposited on the resulting CMC/PANI composites through the interaction of coordination and metathesis. The morphological and compositional analysis of the prepared catalyst was performed using various analytical tools such as ICP‐AES, FT‐IR, XPS, SEM, TEM, EDS, elemental mapping, and TGA. The Pd/Cu@CMC/PANI composite as a cooperative catalyst for the Sonogashira couplings exhibited high catalytic activity with relatively low Pd loading over its monometallic Pd counterpart, demonstrating the cooperative effect between Pd and Cu. Then, this bimetallic catalyst was successfully adapted for Sonogashira‐cyclization tandem reaction for the synthesis of benzofuran with excellent yields. Significantly, the Pd/Cu@CMC/PANI catalyst exhibited thermal stability under the reaction conditions and could be easily retrieved and reused repeatedly for five runs in the model reaction without significant discernible performance degradation.
A novel self‐doped Pd/Cu@CMC/PANI composite was prepared, and its catalytic potential was evaluated for the first time via alkynes and benzofurans synthesis using the Sonogashira reaction and the Sonogashira‐cyclization tandem reaction.</description><subject>Aniline</subject><subject>Bimetals</subject><subject>Carboxymethyl cellulose</subject><subject>carboxymethylcellulose/polyaniline composites</subject><subject>Cascade chemical reactions</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical synthesis</subject><subject>cooperative catalysis</subject><subject>Couplings</subject><subject>Metathesis</subject><subject>Oxidizing agents</subject><subject>Palladium</subject><subject>Pd/Cu bimetal</subject><subject>Performance degradation</subject><subject>Polyanilines</subject><subject>Sonogashira reaction</subject><subject>Thermal stability</subject><subject>X ray photoelectron spectroscopy</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp1kUtOwzAQhi0EEuUhcQRLbNiE2nFeZldFPCpBqQSsI8ceg6s0LnYCCiuOwCW4GCfBpSzYsBqN5pv_H82P0BElp5SQeCysPM1TwrfQiBLOI5Izvo1GJM6KKM5Iuov2vF8QQnhGkxH6nNkXaLCHRn-9fyi7AoXnalz2uDZL6ETjsWlxeVOO55PZFEu7XFlvOvBn-FxrIw20HX6CDpx9hBZs77EUYW3wHdbWhYUg6URnXgDf2dY-Cv9knMCiVX_74C0H2Zi3QNoWd2EMS-xAyHXvD9CODqfA4W_dRw8X5_flVXR9ezktJ9eRjNOER0KlSikQIJQKL6BU1YRmNK6TmieE5TkUNE00TTIdC8gLljCtGSNMaF7EgrN9dLzRXTn73IPvqoXtXRssK0ZymjGaFmmgTjaUdNZ7B7paObMUbqgoqdYhVCGEah1CQKMN-moaGP7lqslt-cN_A9OWjV4</recordid><startdate>202407</startdate><enddate>202407</enddate><creator>Huang, Yuling</creator><creator>Lin, Dongtao</creator><creator>Qi, Yumei</creator><creator>Deng, Hanhui</creator><creator>Li, Yiqun</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-1983-270X</orcidid><orcidid>https://orcid.org/0009-0005-3344-5780</orcidid><orcidid>https://orcid.org/0000-0002-5329-9363</orcidid><orcidid>https://orcid.org/0009-0000-3273-0946</orcidid><orcidid>https://orcid.org/0000-0002-3303-1730</orcidid></search><sort><creationdate>202407</creationdate><title>Novel self‐doped Pd/Cu bimetals in CMC/PANI composites: Efficient heterogeneous catalyst for cooperative Sonogashira and Sonogashira‐cyclization tandem reactions</title><author>Huang, Yuling ; Lin, Dongtao ; Qi, Yumei ; Deng, Hanhui ; Li, Yiqun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2549-ad5dddeaeadd50911db01612b4b940377e8154f146f2ae78343ff3303af982a93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Aniline</topic><topic>Bimetals</topic><topic>Carboxymethyl cellulose</topic><topic>carboxymethylcellulose/polyaniline composites</topic><topic>Cascade chemical reactions</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical synthesis</topic><topic>cooperative catalysis</topic><topic>Couplings</topic><topic>Metathesis</topic><topic>Oxidizing agents</topic><topic>Palladium</topic><topic>Pd/Cu bimetal</topic><topic>Performance degradation</topic><topic>Polyanilines</topic><topic>Sonogashira reaction</topic><topic>Thermal stability</topic><topic>X ray photoelectron spectroscopy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Huang, Yuling</creatorcontrib><creatorcontrib>Lin, Dongtao</creatorcontrib><creatorcontrib>Qi, Yumei</creatorcontrib><creatorcontrib>Deng, Hanhui</creatorcontrib><creatorcontrib>Li, Yiqun</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Applied organometallic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Huang, Yuling</au><au>Lin, Dongtao</au><au>Qi, Yumei</au><au>Deng, Hanhui</au><au>Li, Yiqun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel self‐doped Pd/Cu bimetals in CMC/PANI composites: Efficient heterogeneous catalyst for cooperative Sonogashira and Sonogashira‐cyclization tandem reactions</atitle><jtitle>Applied organometallic chemistry</jtitle><date>2024-07</date><risdate>2024</risdate><volume>38</volume><issue>7</issue><epage>n/a</epage><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>A new Pd/Cu bimetal catalyst supported on carboxymethylcellulose/polyaniline (CMC/PANI) composites (Pd/Cu@CMC/PANI) was fabricated to investigate the cooperative effect between Pd/Cu bimetals in Sonogashira reactions. This approach involves the self‐organization of aniline on CMC via H‐bond, enabling in situ oxidative polymerization using Pd(II) and Cu(II) ions as co‐oxidants. Subsequently, Pd and Cu are self‐deposited on the resulting CMC/PANI composites through the interaction of coordination and metathesis. The morphological and compositional analysis of the prepared catalyst was performed using various analytical tools such as ICP‐AES, FT‐IR, XPS, SEM, TEM, EDS, elemental mapping, and TGA. The Pd/Cu@CMC/PANI composite as a cooperative catalyst for the Sonogashira couplings exhibited high catalytic activity with relatively low Pd loading over its monometallic Pd counterpart, demonstrating the cooperative effect between Pd and Cu. Then, this bimetallic catalyst was successfully adapted for Sonogashira‐cyclization tandem reaction for the synthesis of benzofuran with excellent yields. Significantly, the Pd/Cu@CMC/PANI catalyst exhibited thermal stability under the reaction conditions and could be easily retrieved and reused repeatedly for five runs in the model reaction without significant discernible performance degradation.
A novel self‐doped Pd/Cu@CMC/PANI composite was prepared, and its catalytic potential was evaluated for the first time via alkynes and benzofurans synthesis using the Sonogashira reaction and the Sonogashira‐cyclization tandem reaction.</abstract><cop>Chichester</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/aoc.7509</doi><tpages>17</tpages><orcidid>https://orcid.org/0000-0002-1983-270X</orcidid><orcidid>https://orcid.org/0009-0005-3344-5780</orcidid><orcidid>https://orcid.org/0000-0002-5329-9363</orcidid><orcidid>https://orcid.org/0009-0000-3273-0946</orcidid><orcidid>https://orcid.org/0000-0002-3303-1730</orcidid></addata></record> |
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subjects | Aniline Bimetals Carboxymethyl cellulose carboxymethylcellulose/polyaniline composites Cascade chemical reactions Catalysts Catalytic activity Chemical synthesis cooperative catalysis Couplings Metathesis Oxidizing agents Palladium Pd/Cu bimetal Performance degradation Polyanilines Sonogashira reaction Thermal stability X ray photoelectron spectroscopy |
title | Novel self‐doped Pd/Cu bimetals in CMC/PANI composites: Efficient heterogeneous catalyst for cooperative Sonogashira and Sonogashira‐cyclization tandem reactions |
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