Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling
Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada–Tamao–Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized ele...
Gespeichert in:
Veröffentlicht in: | Organic letters 2021-08, Vol.23 (15), p.5958-5963 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 5963 |
---|---|
container_issue | 15 |
container_start_page | 5958 |
container_title | Organic letters |
container_volume | 23 |
creator | Neate, Peter G. N Zhang, Bufan Conforti, Jessica Brennessel, William W Neidig, Michael L |
description | Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada–Tamao–Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized electrophiles as well as aryl Grignard reagents with sp3-hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple. |
doi_str_mv | 10.1021/acs.orglett.1c02053 |
format | Article |
fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_2555639284</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2555639284</sourcerecordid><originalsourceid>FETCH-LOGICAL-a422t-fad127da7d68e04d6131c214486c3963fd258701f2c7d23247fcf2c95d47bfe83</originalsourceid><addsrcrecordid>eNp9UUtLAzEQDqJYX7_AS45etua5j4tQ1ydU9KAnDyFNsjWSTWqyK-ivN6VF8CIMM8PMfN8w8wFwitEUI4LPpUrTEJfODMMUK0QQpzvgAHNCiwpxsvubl2gCDlN6RwjnSrMPJpRRjDDDB-D1yjo7vNmxh7PeapOgzAYfgh6djPDSpmLmbfBWwbldSq_hk5NDF2IPs4P3MfiilYN0X99GwzaGlIo2jCtn_fIY7HXSJXOyjUfg5eb6ub0r5o-39-1sXkhGyFB0UmNSaVnpsjaI6RJTrAhmrC4VbUraacLrCuGOqEoTSljVqZw3XLNq0ZmaHoGLDe9qXPRGK-OHKJ1YRdvL-CWCtOJvx9s3sQyfoi5JTXiTCc62BDF8jCYNordJGeekN2FMgnDOS9qQmuVRuhlV61Oj6X7XYCTWsogsi9jKIrayZNT5BrVuvocx-vyPfxE_gyaTOg</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2555639284</pqid></control><display><type>article</type><title>Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling</title><source>American Chemical Society Journals</source><creator>Neate, Peter G. N ; Zhang, Bufan ; Conforti, Jessica ; Brennessel, William W ; Neidig, Michael L</creator><creatorcontrib>Neate, Peter G. N ; Zhang, Bufan ; Conforti, Jessica ; Brennessel, William W ; Neidig, Michael L</creatorcontrib><description>Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada–Tamao–Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized electrophiles as well as aryl Grignard reagents with sp3-hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.1c02053</identifier><identifier>PMID: 34310141</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Organic letters, 2021-08, Vol.23 (15), p.5958-5963</ispartof><rights>2021 American Chemical Society</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a422t-fad127da7d68e04d6131c214486c3963fd258701f2c7d23247fcf2c95d47bfe83</citedby><cites>FETCH-LOGICAL-a422t-fad127da7d68e04d6131c214486c3963fd258701f2c7d23247fcf2c95d47bfe83</cites><orcidid>0000-0001-5461-1825 ; 0000-0002-2300-3867</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.orglett.1c02053$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.1c02053$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,780,784,885,2765,27076,27924,27925,56738,56788</link.rule.ids></links><search><creatorcontrib>Neate, Peter G. N</creatorcontrib><creatorcontrib>Zhang, Bufan</creatorcontrib><creatorcontrib>Conforti, Jessica</creatorcontrib><creatorcontrib>Brennessel, William W</creatorcontrib><creatorcontrib>Neidig, Michael L</creatorcontrib><title>Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada–Tamao–Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized electrophiles as well as aryl Grignard reagents with sp3-hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9UUtLAzEQDqJYX7_AS45etua5j4tQ1ydU9KAnDyFNsjWSTWqyK-ivN6VF8CIMM8PMfN8w8wFwitEUI4LPpUrTEJfODMMUK0QQpzvgAHNCiwpxsvubl2gCDlN6RwjnSrMPJpRRjDDDB-D1yjo7vNmxh7PeapOgzAYfgh6djPDSpmLmbfBWwbldSq_hk5NDF2IPs4P3MfiilYN0X99GwzaGlIo2jCtn_fIY7HXSJXOyjUfg5eb6ub0r5o-39-1sXkhGyFB0UmNSaVnpsjaI6RJTrAhmrC4VbUraacLrCuGOqEoTSljVqZw3XLNq0ZmaHoGLDe9qXPRGK-OHKJ1YRdvL-CWCtOJvx9s3sQyfoi5JTXiTCc62BDF8jCYNordJGeekN2FMgnDOS9qQmuVRuhlV61Oj6X7XYCTWsogsi9jKIrayZNT5BrVuvocx-vyPfxE_gyaTOg</recordid><startdate>20210806</startdate><enddate>20210806</enddate><creator>Neate, Peter G. N</creator><creator>Zhang, Bufan</creator><creator>Conforti, Jessica</creator><creator>Brennessel, William W</creator><creator>Neidig, Michael L</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-5461-1825</orcidid><orcidid>https://orcid.org/0000-0002-2300-3867</orcidid></search><sort><creationdate>20210806</creationdate><title>Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling</title><author>Neate, Peter G. N ; Zhang, Bufan ; Conforti, Jessica ; Brennessel, William W ; Neidig, Michael L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a422t-fad127da7d68e04d6131c214486c3963fd258701f2c7d23247fcf2c95d47bfe83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Neate, Peter G. N</creatorcontrib><creatorcontrib>Zhang, Bufan</creatorcontrib><creatorcontrib>Conforti, Jessica</creatorcontrib><creatorcontrib>Brennessel, William W</creatorcontrib><creatorcontrib>Neidig, Michael L</creatorcontrib><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Neate, Peter G. N</au><au>Zhang, Bufan</au><au>Conforti, Jessica</au><au>Brennessel, William W</au><au>Neidig, Michael L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2021-08-06</date><risdate>2021</risdate><volume>23</volume><issue>15</issue><spage>5958</spage><epage>5963</epage><pages>5958-5963</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada–Tamao–Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp2-hybridized electrophiles as well as aryl Grignard reagents with sp3-hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple.</abstract><pub>American Chemical Society</pub><pmid>34310141</pmid><doi>10.1021/acs.orglett.1c02053</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-5461-1825</orcidid><orcidid>https://orcid.org/0000-0002-2300-3867</orcidid><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1523-7060 |
ispartof | Organic letters, 2021-08, Vol.23 (15), p.5958-5963 |
issn | 1523-7060 1523-7052 |
language | eng |
recordid | cdi_proquest_miscellaneous_2555639284 |
source | American Chemical Society Journals |
title | Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T17%3A22%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Dilithium%20Amides%20as%20a%20Modular%20Bis-Anionic%20Ligand%20Platform%20for%20Iron-Catalyzed%20Cross-Coupling&rft.jtitle=Organic%20letters&rft.au=Neate,%20Peter%20G.%20N&rft.date=2021-08-06&rft.volume=23&rft.issue=15&rft.spage=5958&rft.epage=5963&rft.pages=5958-5963&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.1c02053&rft_dat=%3Cproquest_pubme%3E2555639284%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2555639284&rft_id=info:pmid/34310141&rfr_iscdi=true |