Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light
The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reactio...
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| Veröffentlicht in: | Chemical science (Cambridge) 2020-06, Vol.11 (27), p.721-7213 |
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| creator | Veatch, Alexander M Alexanian, Erik J |
| description | The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reaction extends to the use of (hetero)aryl chlorides and is successful with a broad range of amine nucleophiles. Mechanistic investigations are consistent with a reaction proceeding
via
intermolecular charge transfer involving a donor-acceptor complex of the substrate and cobaltate catalyst.
An aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation is presented. |
| doi_str_mv | 10.1039/d0sc02178d |
| format | Article |
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via
intermolecular charge transfer involving a donor-acceptor complex of the substrate and cobaltate catalyst.
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via
intermolecular charge transfer involving a donor-acceptor complex of the substrate and cobaltate catalyst.
An aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation is presented.</description><subject>Amides</subject><subject>Aromatic compounds</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Charge transfer</subject><subject>Chemistry</subject><subject>Coordination compounds</subject><subject>Halides</subject><subject>Light irradiation</subject><subject>Nucleophiles</subject><subject>Substrates</subject><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kUlrHDEQhUVIsI3ji-8JHXxxAh2Xtu7WxWDGWQyGHBKfhbb2yKhbE0ljmPz6KB57shxSlyqorx6veAgdY3iPgYozC9kAwf1gn6EDAgy3Hafi-W4msI-Ocr6DWpRiTvo9tE8ZJhSgO0A3i6hVKK1RRYXND2cbNfk5GpV0nDdBFR_nJo7N6dIVl-JblTahWargrcvNKsUplnqjN829z14H1wR_uywv0YtRheyOHvshuvn44dvic3v95dPV4uK6NYyz0mINA8NUaMG5VWq0xlohOBClCetG2htORwrc9aCq3Z64frRCY4d721mj6SE63-qu1npy1ri5JBXkKvmpGpVRefn3ZvZLeRvv5YC5oEJUgdNHgRS_r10ucvLZuBDU7OI6S8IZ9Fh0A6noyT_oXVynub4nCSN0AMEErdS7LWVSzDm5cWcGg_wVmLyEr4uHwC4r_PpP-zv0KZ4KvNkCKZvd9nficmXHyrz6H0N_AjPVpvI</recordid><startdate>20200622</startdate><enddate>20200622</enddate><creator>Veatch, Alexander M</creator><creator>Alexanian, Erik J</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-0256-2133</orcidid></search><sort><creationdate>20200622</creationdate><title>Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light</title><author>Veatch, Alexander M ; Alexanian, Erik J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c454t-1b084139b955daafdcdd99502ab246f37c53f305e70a30072e7fd9b1e17d6dcb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Amides</topic><topic>Aromatic compounds</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Charge transfer</topic><topic>Chemistry</topic><topic>Coordination compounds</topic><topic>Halides</topic><topic>Light irradiation</topic><topic>Nucleophiles</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Veatch, Alexander M</creatorcontrib><creatorcontrib>Alexanian, Erik J</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Chemical science (Cambridge)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Veatch, Alexander M</au><au>Alexanian, Erik J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light</atitle><jtitle>Chemical science (Cambridge)</jtitle><addtitle>Chem Sci</addtitle><date>2020-06-22</date><risdate>2020</risdate><volume>11</volume><issue>27</issue><spage>721</spage><epage>7213</epage><pages>721-7213</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>The catalytic aminocarbonylation of (hetero)aryl halides is widely applied in the synthesis of amides but relies heavily on the use of precious metal catalysis. Herein, we report an aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation. The reaction extends to the use of (hetero)aryl chlorides and is successful with a broad range of amine nucleophiles. Mechanistic investigations are consistent with a reaction proceeding
via
intermolecular charge transfer involving a donor-acceptor complex of the substrate and cobaltate catalyst.
An aminocarbonylation of (hetero)aryl halides using a simple cobalt catalyst under visible light irradiation is presented.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>34123006</pmid><doi>10.1039/d0sc02178d</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-0256-2133</orcidid><oa>free_for_read</oa></addata></record> |
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| source | DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central |
| subjects | Amides Aromatic compounds Catalysis Catalysts Charge transfer Chemistry Coordination compounds Halides Light irradiation Nucleophiles Substrates |
| title | Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light |
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