Palladium-catalyzed synthesis of mixed anhydrides via carbonylative telomerization
For the first time, mixed carboxylic anhydrides were accessed directly via homogeneous palladium catalysis from 1,3-butadiene and carboxylic acids. Under carbonylative telomerization conditions, the respective mixed 3,8-nonadienoic anhydrides are formed in a single reaction step with yields of up to...
Gespeichert in:
| Veröffentlicht in: | Catalysis science & technology 2022-06, Vol.12 (12), p.3992-4000 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 4000 |
|---|---|
| container_issue | 12 |
| container_start_page | 3992 |
| container_title | Catalysis science & technology |
| container_volume | 12 |
| creator | Hares, Kevin Vogelsang, Dennis Wernsdörfer, Charlotte S. Panke, Dennis Vogt, Dieter Seidensticker, Thomas |
| description | For the first time, mixed carboxylic anhydrides were accessed directly
via
homogeneous palladium catalysis from 1,3-butadiene and carboxylic acids. Under carbonylative telomerization conditions, the respective mixed 3,8-nonadienoic anhydrides are formed in a single reaction step with yields of up to 82%. These very reactive mixed anhydrides can then be used for consecutive reactions in a one-pot manner and selectively transfer the newly formed unsaturated C9 unit. Possible changes in the proposed mechanism were discussed and in a first example, the mixed anhydrides were utilized to form amides. |
| doi_str_mv | 10.1039/D2CY00486K |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2678460511</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2678460511</sourcerecordid><originalsourceid>FETCH-LOGICAL-c259t-ac2833dbd14cb9e46fab64cc1f056876bb5cb6f37de77a8ad5cf96ba3a12671e3</originalsourceid><addsrcrecordid>eNpFkEtLw0AUhQdRsNRu_AUBd0J0XpkkS4laxYIiunAV7rzolCRTZ5Ji-uuNVPRs7jmXj3vhIHRO8BXBrLy-pdUHxrwQT0doRjHnKc8FOf7zGTtFixg3eBIvCS7oDL2-QNOAdkObKuihGfdGJ3Hs-rWJLibeJq37mlbQrUcdnDYx2TlIFATpu7GB3u1M0pvGtya4_RR9d4ZOLDTRLH7nHL3f371VD-nqeflY3axSRbOyT0HRgjEtNeFKloYLC1JwpYjFmShyIWWmpLAs1ybPoQCdKVsKCQwIFTkxbI4uDne3wX8OJvb1xg-hm17WE1BwgTNCJuryQKngYwzG1tvgWghjTXD9U1v9Xxv7BjXrYWU</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2678460511</pqid></control><display><type>article</type><title>Palladium-catalyzed synthesis of mixed anhydrides via carbonylative telomerization</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Hares, Kevin ; Vogelsang, Dennis ; Wernsdörfer, Charlotte S. ; Panke, Dennis ; Vogt, Dieter ; Seidensticker, Thomas</creator><creatorcontrib>Hares, Kevin ; Vogelsang, Dennis ; Wernsdörfer, Charlotte S. ; Panke, Dennis ; Vogt, Dieter ; Seidensticker, Thomas</creatorcontrib><description>For the first time, mixed carboxylic anhydrides were accessed directly
via
homogeneous palladium catalysis from 1,3-butadiene and carboxylic acids. Under carbonylative telomerization conditions, the respective mixed 3,8-nonadienoic anhydrides are formed in a single reaction step with yields of up to 82%. These very reactive mixed anhydrides can then be used for consecutive reactions in a one-pot manner and selectively transfer the newly formed unsaturated C9 unit. Possible changes in the proposed mechanism were discussed and in a first example, the mixed anhydrides were utilized to form amides.</description><identifier>ISSN: 2044-4753</identifier><identifier>EISSN: 2044-4761</identifier><identifier>DOI: 10.1039/D2CY00486K</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Amides ; Anhydrides ; Carbonyls ; Carboxylic acids ; Chemical synthesis ; Palladium</subject><ispartof>Catalysis science & technology, 2022-06, Vol.12 (12), p.3992-4000</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c259t-ac2833dbd14cb9e46fab64cc1f056876bb5cb6f37de77a8ad5cf96ba3a12671e3</citedby><cites>FETCH-LOGICAL-c259t-ac2833dbd14cb9e46fab64cc1f056876bb5cb6f37de77a8ad5cf96ba3a12671e3</cites><orcidid>0000-0003-0191-4421 ; 0000-0001-9404-5362 ; 0000-0002-8514-5326 ; 0000-0002-1201-3007</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Hares, Kevin</creatorcontrib><creatorcontrib>Vogelsang, Dennis</creatorcontrib><creatorcontrib>Wernsdörfer, Charlotte S.</creatorcontrib><creatorcontrib>Panke, Dennis</creatorcontrib><creatorcontrib>Vogt, Dieter</creatorcontrib><creatorcontrib>Seidensticker, Thomas</creatorcontrib><title>Palladium-catalyzed synthesis of mixed anhydrides via carbonylative telomerization</title><title>Catalysis science & technology</title><description>For the first time, mixed carboxylic anhydrides were accessed directly
via
homogeneous palladium catalysis from 1,3-butadiene and carboxylic acids. Under carbonylative telomerization conditions, the respective mixed 3,8-nonadienoic anhydrides are formed in a single reaction step with yields of up to 82%. These very reactive mixed anhydrides can then be used for consecutive reactions in a one-pot manner and selectively transfer the newly formed unsaturated C9 unit. Possible changes in the proposed mechanism were discussed and in a first example, the mixed anhydrides were utilized to form amides.</description><subject>Amides</subject><subject>Anhydrides</subject><subject>Carbonyls</subject><subject>Carboxylic acids</subject><subject>Chemical synthesis</subject><subject>Palladium</subject><issn>2044-4753</issn><issn>2044-4761</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpFkEtLw0AUhQdRsNRu_AUBd0J0XpkkS4laxYIiunAV7rzolCRTZ5Ji-uuNVPRs7jmXj3vhIHRO8BXBrLy-pdUHxrwQT0doRjHnKc8FOf7zGTtFixg3eBIvCS7oDL2-QNOAdkObKuihGfdGJ3Hs-rWJLibeJq37mlbQrUcdnDYx2TlIFATpu7GB3u1M0pvGtya4_RR9d4ZOLDTRLH7nHL3f371VD-nqeflY3axSRbOyT0HRgjEtNeFKloYLC1JwpYjFmShyIWWmpLAs1ybPoQCdKVsKCQwIFTkxbI4uDne3wX8OJvb1xg-hm17WE1BwgTNCJuryQKngYwzG1tvgWghjTXD9U1v9Xxv7BjXrYWU</recordid><startdate>20220620</startdate><enddate>20220620</enddate><creator>Hares, Kevin</creator><creator>Vogelsang, Dennis</creator><creator>Wernsdörfer, Charlotte S.</creator><creator>Panke, Dennis</creator><creator>Vogt, Dieter</creator><creator>Seidensticker, Thomas</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0003-0191-4421</orcidid><orcidid>https://orcid.org/0000-0001-9404-5362</orcidid><orcidid>https://orcid.org/0000-0002-8514-5326</orcidid><orcidid>https://orcid.org/0000-0002-1201-3007</orcidid></search><sort><creationdate>20220620</creationdate><title>Palladium-catalyzed synthesis of mixed anhydrides via carbonylative telomerization</title><author>Hares, Kevin ; Vogelsang, Dennis ; Wernsdörfer, Charlotte S. ; Panke, Dennis ; Vogt, Dieter ; Seidensticker, Thomas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c259t-ac2833dbd14cb9e46fab64cc1f056876bb5cb6f37de77a8ad5cf96ba3a12671e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Amides</topic><topic>Anhydrides</topic><topic>Carbonyls</topic><topic>Carboxylic acids</topic><topic>Chemical synthesis</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hares, Kevin</creatorcontrib><creatorcontrib>Vogelsang, Dennis</creatorcontrib><creatorcontrib>Wernsdörfer, Charlotte S.</creatorcontrib><creatorcontrib>Panke, Dennis</creatorcontrib><creatorcontrib>Vogt, Dieter</creatorcontrib><creatorcontrib>Seidensticker, Thomas</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Catalysis science & technology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hares, Kevin</au><au>Vogelsang, Dennis</au><au>Wernsdörfer, Charlotte S.</au><au>Panke, Dennis</au><au>Vogt, Dieter</au><au>Seidensticker, Thomas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-catalyzed synthesis of mixed anhydrides via carbonylative telomerization</atitle><jtitle>Catalysis science & technology</jtitle><date>2022-06-20</date><risdate>2022</risdate><volume>12</volume><issue>12</issue><spage>3992</spage><epage>4000</epage><pages>3992-4000</pages><issn>2044-4753</issn><eissn>2044-4761</eissn><abstract>For the first time, mixed carboxylic anhydrides were accessed directly
via
homogeneous palladium catalysis from 1,3-butadiene and carboxylic acids. Under carbonylative telomerization conditions, the respective mixed 3,8-nonadienoic anhydrides are formed in a single reaction step with yields of up to 82%. These very reactive mixed anhydrides can then be used for consecutive reactions in a one-pot manner and selectively transfer the newly formed unsaturated C9 unit. Possible changes in the proposed mechanism were discussed and in a first example, the mixed anhydrides were utilized to form amides.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D2CY00486K</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-0191-4421</orcidid><orcidid>https://orcid.org/0000-0001-9404-5362</orcidid><orcidid>https://orcid.org/0000-0002-8514-5326</orcidid><orcidid>https://orcid.org/0000-0002-1201-3007</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2044-4753 |
| ispartof | Catalysis science & technology, 2022-06, Vol.12 (12), p.3992-4000 |
| issn | 2044-4753 2044-4761 |
| language | eng |
| recordid | cdi_proquest_journals_2678460511 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Amides Anhydrides Carbonyls Carboxylic acids Chemical synthesis Palladium |
| title | Palladium-catalyzed synthesis of mixed anhydrides via carbonylative telomerization |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-09T13%3A42%3A16IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Palladium-catalyzed%20synthesis%20of%20mixed%20anhydrides%20via%20carbonylative%20telomerization&rft.jtitle=Catalysis%20science%20&%20technology&rft.au=Hares,%20Kevin&rft.date=2022-06-20&rft.volume=12&rft.issue=12&rft.spage=3992&rft.epage=4000&rft.pages=3992-4000&rft.issn=2044-4753&rft.eissn=2044-4761&rft_id=info:doi/10.1039/D2CY00486K&rft_dat=%3Cproquest_cross%3E2678460511%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2678460511&rft_id=info:pmid/&rfr_iscdi=true |