New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions
This work describes the employment of discrete “AgCF3” complexes as efficient transmetalating agents to PdII to surmount overlooked challenges related to the transmetalation step in Pd‐catalyzed trifluoromethylation processes. We report the participation of a unique silver ate (Cs)[Ag(CF3)2] complex...
Gespeichert in:
Veröffentlicht in: | Chemistry : a European journal 2018-08, Vol.24 (46), p.11895-11898 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 11898 |
---|---|
container_issue | 46 |
container_start_page | 11895 |
container_title | Chemistry : a European journal |
container_volume | 24 |
creator | Martínez de Salinas, Sara Mudarra, Ángel L. Benet‐Buchholz, Jordi Parella, Teodor Maseras, Feliu Pérez‐Temprano, Mónica H. |
description | This work describes the employment of discrete “AgCF3” complexes as efficient transmetalating agents to PdII to surmount overlooked challenges related to the transmetalation step in Pd‐catalyzed trifluoromethylation processes. We report the participation of a unique silver ate (Cs)[Ag(CF3)2] complex, under stoichiometric and catalytic conditions, in the unprecedented one‐pot formation of PhCF3 using PhI as starting material. Moreover, we show that the transmetalation step, which is often ignored in these transformations, can also determine the success or failure of the coupling process.
Being for the benefit of trifluoromethylation! Disclosed here is the potential of [LAgCF3] and (Cat)[Ag(CF3)2] as CF3 shuttles to PdII, in the context of one of the hidden challenges in trifluoromethylation processes, the transmetalation step. |
doi_str_mv | 10.1002/chem.201802586 |
format | Article |
fullrecord | <record><control><sourceid>proquest_wiley</sourceid><recordid>TN_cdi_proquest_miscellaneous_2043175889</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2043175889</sourcerecordid><originalsourceid>FETCH-LOGICAL-g3436-3cc55516a06197fb52efc37f44515f3ac75299a4db08e86615c8fc6308aa2a303</originalsourceid><addsrcrecordid>eNpdkctOwkAUQCdGExHdum7ixk1xptOZzrgjCEICahTdNsP0Fob0gZ02hIUJn-AH6M_xJZZHWLi6ucnJyb05CF0T3CIYe3d6BmnLw0Rgjwl-ghqEecSlAWenqIGlH7icUXmOLqydY4wlp7SBvp5g6XwYWyrrmMwZFyqzKZQqUaXJM2dpypnzYKwuoARns_5pTzs9uln_Om8L0AbsvTNIF4nRO3yneIk26-8RREaVENVCEydVXuS1dLY6WF9B6R1_ic5ilVi4Oswmeu91x52-O3x-HHTaQ3dKfcpdqjVjjHCFOZFBPGEexJoGse8zwmKqdMA8KZUfTbAAwTlhWsSaUyyU8hTFtIlu995FkX9WYMswrX-CJFEZ5JUNPexTEjAhZI3e_EPneVVk9XU1JQSRVEi_puSeWpoEVuGiMKkqViHB4TZFuE0RHlOEnX53dNzoH9brguY</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2088193894</pqid></control><display><type>article</type><title>New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions</title><source>Access via Wiley Online Library</source><creator>Martínez de Salinas, Sara ; Mudarra, Ángel L. ; Benet‐Buchholz, Jordi ; Parella, Teodor ; Maseras, Feliu ; Pérez‐Temprano, Mónica H.</creator><creatorcontrib>Martínez de Salinas, Sara ; Mudarra, Ángel L. ; Benet‐Buchholz, Jordi ; Parella, Teodor ; Maseras, Feliu ; Pérez‐Temprano, Mónica H.</creatorcontrib><description>This work describes the employment of discrete “AgCF3” complexes as efficient transmetalating agents to PdII to surmount overlooked challenges related to the transmetalation step in Pd‐catalyzed trifluoromethylation processes. We report the participation of a unique silver ate (Cs)[Ag(CF3)2] complex, under stoichiometric and catalytic conditions, in the unprecedented one‐pot formation of PhCF3 using PhI as starting material. Moreover, we show that the transmetalation step, which is often ignored in these transformations, can also determine the success or failure of the coupling process.
Being for the benefit of trifluoromethylation! Disclosed here is the potential of [LAgCF3] and (Cat)[Ag(CF3)2] as CF3 shuttles to PdII, in the context of one of the hidden challenges in trifluoromethylation processes, the transmetalation step.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201802586</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Catalysis ; Chemistry ; Organic chemistry ; organometallic synthesis ; Silver ; structural elucidation ; transmetalation ; trifluoromethylation</subject><ispartof>Chemistry : a European journal, 2018-08, Vol.24 (46), p.11895-11898</ispartof><rights>2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-1914-2709 ; 0000-0003-3984-3550 ; 0000-0003-4815-7990 ; 0000-0002-3103-2166 ; 0000-0001-8806-2019</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%2Fchem.201802586$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.201802586$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Martínez de Salinas, Sara</creatorcontrib><creatorcontrib>Mudarra, Ángel L.</creatorcontrib><creatorcontrib>Benet‐Buchholz, Jordi</creatorcontrib><creatorcontrib>Parella, Teodor</creatorcontrib><creatorcontrib>Maseras, Feliu</creatorcontrib><creatorcontrib>Pérez‐Temprano, Mónica H.</creatorcontrib><title>New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions</title><title>Chemistry : a European journal</title><description>This work describes the employment of discrete “AgCF3” complexes as efficient transmetalating agents to PdII to surmount overlooked challenges related to the transmetalation step in Pd‐catalyzed trifluoromethylation processes. We report the participation of a unique silver ate (Cs)[Ag(CF3)2] complex, under stoichiometric and catalytic conditions, in the unprecedented one‐pot formation of PhCF3 using PhI as starting material. Moreover, we show that the transmetalation step, which is often ignored in these transformations, can also determine the success or failure of the coupling process.
Being for the benefit of trifluoromethylation! Disclosed here is the potential of [LAgCF3] and (Cat)[Ag(CF3)2] as CF3 shuttles to PdII, in the context of one of the hidden challenges in trifluoromethylation processes, the transmetalation step.</description><subject>Catalysis</subject><subject>Chemistry</subject><subject>Organic chemistry</subject><subject>organometallic synthesis</subject><subject>Silver</subject><subject>structural elucidation</subject><subject>transmetalation</subject><subject>trifluoromethylation</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkctOwkAUQCdGExHdum7ixk1xptOZzrgjCEICahTdNsP0Fob0gZ02hIUJn-AH6M_xJZZHWLi6ucnJyb05CF0T3CIYe3d6BmnLw0Rgjwl-ghqEecSlAWenqIGlH7icUXmOLqydY4wlp7SBvp5g6XwYWyrrmMwZFyqzKZQqUaXJM2dpypnzYKwuoARns_5pTzs9uln_Om8L0AbsvTNIF4nRO3yneIk26-8RREaVENVCEydVXuS1dLY6WF9B6R1_ic5ilVi4Oswmeu91x52-O3x-HHTaQ3dKfcpdqjVjjHCFOZFBPGEexJoGse8zwmKqdMA8KZUfTbAAwTlhWsSaUyyU8hTFtIlu995FkX9WYMswrX-CJFEZ5JUNPexTEjAhZI3e_EPneVVk9XU1JQSRVEi_puSeWpoEVuGiMKkqViHB4TZFuE0RHlOEnX53dNzoH9brguY</recordid><startdate>20180814</startdate><enddate>20180814</enddate><creator>Martínez de Salinas, Sara</creator><creator>Mudarra, Ángel L.</creator><creator>Benet‐Buchholz, Jordi</creator><creator>Parella, Teodor</creator><creator>Maseras, Feliu</creator><creator>Pérez‐Temprano, Mónica H.</creator><general>Wiley Subscription Services, Inc</general><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-1914-2709</orcidid><orcidid>https://orcid.org/0000-0003-3984-3550</orcidid><orcidid>https://orcid.org/0000-0003-4815-7990</orcidid><orcidid>https://orcid.org/0000-0002-3103-2166</orcidid><orcidid>https://orcid.org/0000-0001-8806-2019</orcidid></search><sort><creationdate>20180814</creationdate><title>New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions</title><author>Martínez de Salinas, Sara ; Mudarra, Ángel L. ; Benet‐Buchholz, Jordi ; Parella, Teodor ; Maseras, Feliu ; Pérez‐Temprano, Mónica H.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-g3436-3cc55516a06197fb52efc37f44515f3ac75299a4db08e86615c8fc6308aa2a303</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Catalysis</topic><topic>Chemistry</topic><topic>Organic chemistry</topic><topic>organometallic synthesis</topic><topic>Silver</topic><topic>structural elucidation</topic><topic>transmetalation</topic><topic>trifluoromethylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Martínez de Salinas, Sara</creatorcontrib><creatorcontrib>Mudarra, Ángel L.</creatorcontrib><creatorcontrib>Benet‐Buchholz, Jordi</creatorcontrib><creatorcontrib>Parella, Teodor</creatorcontrib><creatorcontrib>Maseras, Feliu</creatorcontrib><creatorcontrib>Pérez‐Temprano, Mónica H.</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Martínez de Salinas, Sara</au><au>Mudarra, Ángel L.</au><au>Benet‐Buchholz, Jordi</au><au>Parella, Teodor</au><au>Maseras, Feliu</au><au>Pérez‐Temprano, Mónica H.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions</atitle><jtitle>Chemistry : a European journal</jtitle><date>2018-08-14</date><risdate>2018</risdate><volume>24</volume><issue>46</issue><spage>11895</spage><epage>11898</epage><pages>11895-11898</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><abstract>This work describes the employment of discrete “AgCF3” complexes as efficient transmetalating agents to PdII to surmount overlooked challenges related to the transmetalation step in Pd‐catalyzed trifluoromethylation processes. We report the participation of a unique silver ate (Cs)[Ag(CF3)2] complex, under stoichiometric and catalytic conditions, in the unprecedented one‐pot formation of PhCF3 using PhI as starting material. Moreover, we show that the transmetalation step, which is often ignored in these transformations, can also determine the success or failure of the coupling process.
Being for the benefit of trifluoromethylation! Disclosed here is the potential of [LAgCF3] and (Cat)[Ag(CF3)2] as CF3 shuttles to PdII, in the context of one of the hidden challenges in trifluoromethylation processes, the transmetalation step.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/chem.201802586</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-1914-2709</orcidid><orcidid>https://orcid.org/0000-0003-3984-3550</orcidid><orcidid>https://orcid.org/0000-0003-4815-7990</orcidid><orcidid>https://orcid.org/0000-0002-3103-2166</orcidid><orcidid>https://orcid.org/0000-0001-8806-2019</orcidid><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0947-6539 |
ispartof | Chemistry : a European journal, 2018-08, Vol.24 (46), p.11895-11898 |
issn | 0947-6539 1521-3765 |
language | eng |
recordid | cdi_proquest_miscellaneous_2043175889 |
source | Access via Wiley Online Library |
subjects | Catalysis Chemistry Organic chemistry organometallic synthesis Silver structural elucidation transmetalation trifluoromethylation |
title | New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T16%3A24%3A40IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_wiley&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=New%20Vistas%20in%20Transmetalation%20with%20Discrete%20%E2%80%9CAgCF3%E2%80%9D%20Species:%20Implications%20in%20Pd%E2%80%90Mediated%20Trifluoromethylation%20Reactions&rft.jtitle=Chemistry%20:%20a%20European%20journal&rft.au=Mart%C3%ADnez%E2%80%85de%E2%80%85Salinas,%20Sara&rft.date=2018-08-14&rft.volume=24&rft.issue=46&rft.spage=11895&rft.epage=11898&rft.pages=11895-11898&rft.issn=0947-6539&rft.eissn=1521-3765&rft_id=info:doi/10.1002/chem.201802586&rft_dat=%3Cproquest_wiley%3E2043175889%3C/proquest_wiley%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2088193894&rft_id=info:pmid/&rfr_iscdi=true |