Functionalisable N-Heterocyclic Carbene-Triazole Palladium Complexes and Their Application in the Suzuki-Miyaura Reaction
Seven functionalised N‐heterocyclic carbene (NHC) ligands and their corresponding palladium(II) complexes have been synthesised with a triazole moiety as a modular and stable linkage between the catalytic centre and the secondary functional group. The complexes were prepared in good yields and fully...
Gespeichert in:
Veröffentlicht in: | European journal of inorganic chemistry 2014-04, Vol.2014 (12), p.2088-2094 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2094 |
---|---|
container_issue | 12 |
container_start_page | 2088 |
container_title | European journal of inorganic chemistry |
container_volume | 2014 |
creator | Gogolieva, Ganna Bonin, Hélène Durand, Jérôme Dechy-Cabaret, Odile Gras, Emmanuel |
description | Seven functionalised N‐heterocyclic carbene (NHC) ligands and their corresponding palladium(II) complexes have been synthesised with a triazole moiety as a modular and stable linkage between the catalytic centre and the secondary functional group. The complexes were prepared in good yields and fully characterised by NMR spectroscopy, mass spectrometry and X‐ray crystallography. The complexes are active in the Suzuki–Miyaura cross‐coupling reaction, with catalytic activities maintained whatever the triazolyl substituent. This opens the possibility for various functionalisations of NHC–palladium complexes.
New functionalised N‐heterocyclic carbene ligands and their corresponding palladium(II) complexes have been synthesised and fully characterised. The use of a triazole moiety as a modular and stable linkage between the catalytic centre and a targeted functionalisation does not damage the catalytic activity. |
doi_str_mv | 10.1002/ejic.201301607 |
format | Article |
fullrecord | <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_02007969v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1629345618</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4227-644976a9aa46cd6695d83d1e80a644aec8f97ccc3b0db8138db814c39ea96c2f3</originalsourceid><addsrcrecordid>eNqFkc1v0zAYhyMEEmPjytkSFziks2PXiY9dtrXbyvgqgpv11nmrukuTYCds2V8_h6AKceFiW36f5-ePN4reMDphlCanuLNmklDGKZM0fRYdMapUTGWWPA9rwUXMlMheRq-831FKOeXyKOovu8q0tq6gtB7WJZLbeIEtutr0prSG5ODWWGG8chYe61D_BGUJhe32JK_3TYkP6AlUBVlt0Toya5pgwZBIbEXaLZKv3WN3Z-MPtofOAfmC8PvAk-jFBkqPr__Mx9G3y4tVvoiXH-dX-WwZG5EkaSyFUKkEBSCkKaRU0yLjBcOMQigBmmyjUmMMX9NinTGeDaMwXCEoaZINP47ej7lbKHXj7B5cr2uwejFb6mGPJpSmSqpfLLDvRrZx9c8Ofav31hsMD66w7rxmMlFcTCXLAvr2H3RXdy58Y6CmQoU8QWWgJiNlXO29w83hBozqoWt66Jo-dC0IahTubYn9f2h9cX2V_-3Go2t9iw8HF9ydlilPp_r77VzPb87Of2Sfl_qMPwHSZKsU</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1549969406</pqid></control><display><type>article</type><title>Functionalisable N-Heterocyclic Carbene-Triazole Palladium Complexes and Their Application in the Suzuki-Miyaura Reaction</title><source>Wiley Online Library - AutoHoldings Journals</source><creator>Gogolieva, Ganna ; Bonin, Hélène ; Durand, Jérôme ; Dechy-Cabaret, Odile ; Gras, Emmanuel</creator><creatorcontrib>Gogolieva, Ganna ; Bonin, Hélène ; Durand, Jérôme ; Dechy-Cabaret, Odile ; Gras, Emmanuel</creatorcontrib><description>Seven functionalised N‐heterocyclic carbene (NHC) ligands and their corresponding palladium(II) complexes have been synthesised with a triazole moiety as a modular and stable linkage between the catalytic centre and the secondary functional group. The complexes were prepared in good yields and fully characterised by NMR spectroscopy, mass spectrometry and X‐ray crystallography. The complexes are active in the Suzuki–Miyaura cross‐coupling reaction, with catalytic activities maintained whatever the triazolyl substituent. This opens the possibility for various functionalisations of NHC–palladium complexes.
New functionalised N‐heterocyclic carbene ligands and their corresponding palladium(II) complexes have been synthesised and fully characterised. The use of a triazole moiety as a modular and stable linkage between the catalytic centre and a targeted functionalisation does not damage the catalytic activity.</description><identifier>ISSN: 1434-1948</identifier><identifier>EISSN: 1099-0682</identifier><identifier>DOI: 10.1002/ejic.201301607</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>C-C coupling ; Carbene ligands ; Carbenes ; Catalysis ; Catalysts ; Catalytic activity ; Chemical Sciences ; Coordination chemistry ; Homogeneous catalysis ; Ligands ; Linkages ; Modular ; Nitrogen heterocycles ; NMR ; Nuclear magnetic resonance ; Palladium ; Triazoles</subject><ispartof>European journal of inorganic chemistry, 2014-04, Vol.2014 (12), p.2088-2094</ispartof><rights>Copyright © 2014 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4227-644976a9aa46cd6695d83d1e80a644aec8f97ccc3b0db8138db814c39ea96c2f3</citedby><cites>FETCH-LOGICAL-c4227-644976a9aa46cd6695d83d1e80a644aec8f97ccc3b0db8138db814c39ea96c2f3</cites><orcidid>0000-0002-1178-3579 ; 0000-0002-8734-4142</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%2Fejic.201301607$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejic.201301607$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,780,784,885,1416,27922,27923,45572,45573</link.rule.ids><backlink>$$Uhttps://hal.science/hal-02007969$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Gogolieva, Ganna</creatorcontrib><creatorcontrib>Bonin, Hélène</creatorcontrib><creatorcontrib>Durand, Jérôme</creatorcontrib><creatorcontrib>Dechy-Cabaret, Odile</creatorcontrib><creatorcontrib>Gras, Emmanuel</creatorcontrib><title>Functionalisable N-Heterocyclic Carbene-Triazole Palladium Complexes and Their Application in the Suzuki-Miyaura Reaction</title><title>European journal of inorganic chemistry</title><addtitle>Eur. J. Inorg. Chem</addtitle><description>Seven functionalised N‐heterocyclic carbene (NHC) ligands and their corresponding palladium(II) complexes have been synthesised with a triazole moiety as a modular and stable linkage between the catalytic centre and the secondary functional group. The complexes were prepared in good yields and fully characterised by NMR spectroscopy, mass spectrometry and X‐ray crystallography. The complexes are active in the Suzuki–Miyaura cross‐coupling reaction, with catalytic activities maintained whatever the triazolyl substituent. This opens the possibility for various functionalisations of NHC–palladium complexes.
New functionalised N‐heterocyclic carbene ligands and their corresponding palladium(II) complexes have been synthesised and fully characterised. The use of a triazole moiety as a modular and stable linkage between the catalytic centre and a targeted functionalisation does not damage the catalytic activity.</description><subject>C-C coupling</subject><subject>Carbene ligands</subject><subject>Carbenes</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical Sciences</subject><subject>Coordination chemistry</subject><subject>Homogeneous catalysis</subject><subject>Ligands</subject><subject>Linkages</subject><subject>Modular</subject><subject>Nitrogen heterocycles</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Palladium</subject><subject>Triazoles</subject><issn>1434-1948</issn><issn>1099-0682</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqFkc1v0zAYhyMEEmPjytkSFziks2PXiY9dtrXbyvgqgpv11nmrukuTYCds2V8_h6AKceFiW36f5-ePN4reMDphlCanuLNmklDGKZM0fRYdMapUTGWWPA9rwUXMlMheRq-831FKOeXyKOovu8q0tq6gtB7WJZLbeIEtutr0prSG5ODWWGG8chYe61D_BGUJhe32JK_3TYkP6AlUBVlt0Toya5pgwZBIbEXaLZKv3WN3Z-MPtofOAfmC8PvAk-jFBkqPr__Mx9G3y4tVvoiXH-dX-WwZG5EkaSyFUKkEBSCkKaRU0yLjBcOMQigBmmyjUmMMX9NinTGeDaMwXCEoaZINP47ej7lbKHXj7B5cr2uwejFb6mGPJpSmSqpfLLDvRrZx9c8Ofav31hsMD66w7rxmMlFcTCXLAvr2H3RXdy58Y6CmQoU8QWWgJiNlXO29w83hBozqoWt66Jo-dC0IahTubYn9f2h9cX2V_-3Go2t9iw8HF9ydlilPp_r77VzPb87Of2Sfl_qMPwHSZKsU</recordid><startdate>201404</startdate><enddate>201404</enddate><creator>Gogolieva, Ganna</creator><creator>Bonin, Hélène</creator><creator>Durand, Jérôme</creator><creator>Dechy-Cabaret, Odile</creator><creator>Gras, Emmanuel</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><general>Wiley-VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-1178-3579</orcidid><orcidid>https://orcid.org/0000-0002-8734-4142</orcidid></search><sort><creationdate>201404</creationdate><title>Functionalisable N-Heterocyclic Carbene-Triazole Palladium Complexes and Their Application in the Suzuki-Miyaura Reaction</title><author>Gogolieva, Ganna ; Bonin, Hélène ; Durand, Jérôme ; Dechy-Cabaret, Odile ; Gras, Emmanuel</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4227-644976a9aa46cd6695d83d1e80a644aec8f97ccc3b0db8138db814c39ea96c2f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>C-C coupling</topic><topic>Carbene ligands</topic><topic>Carbenes</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical Sciences</topic><topic>Coordination chemistry</topic><topic>Homogeneous catalysis</topic><topic>Ligands</topic><topic>Linkages</topic><topic>Modular</topic><topic>Nitrogen heterocycles</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Palladium</topic><topic>Triazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gogolieva, Ganna</creatorcontrib><creatorcontrib>Bonin, Hélène</creatorcontrib><creatorcontrib>Durand, Jérôme</creatorcontrib><creatorcontrib>Dechy-Cabaret, Odile</creatorcontrib><creatorcontrib>Gras, Emmanuel</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</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><collection>Hyper Article en Ligne (HAL)</collection><jtitle>European journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gogolieva, Ganna</au><au>Bonin, Hélène</au><au>Durand, Jérôme</au><au>Dechy-Cabaret, Odile</au><au>Gras, Emmanuel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Functionalisable N-Heterocyclic Carbene-Triazole Palladium Complexes and Their Application in the Suzuki-Miyaura Reaction</atitle><jtitle>European journal of inorganic chemistry</jtitle><addtitle>Eur. J. Inorg. Chem</addtitle><date>2014-04</date><risdate>2014</risdate><volume>2014</volume><issue>12</issue><spage>2088</spage><epage>2094</epage><pages>2088-2094</pages><issn>1434-1948</issn><eissn>1099-0682</eissn><abstract>Seven functionalised N‐heterocyclic carbene (NHC) ligands and their corresponding palladium(II) complexes have been synthesised with a triazole moiety as a modular and stable linkage between the catalytic centre and the secondary functional group. The complexes were prepared in good yields and fully characterised by NMR spectroscopy, mass spectrometry and X‐ray crystallography. The complexes are active in the Suzuki–Miyaura cross‐coupling reaction, with catalytic activities maintained whatever the triazolyl substituent. This opens the possibility for various functionalisations of NHC–palladium complexes.
New functionalised N‐heterocyclic carbene ligands and their corresponding palladium(II) complexes have been synthesised and fully characterised. The use of a triazole moiety as a modular and stable linkage between the catalytic centre and a targeted functionalisation does not damage the catalytic activity.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejic.201301607</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-1178-3579</orcidid><orcidid>https://orcid.org/0000-0002-8734-4142</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1434-1948 |
ispartof | European journal of inorganic chemistry, 2014-04, Vol.2014 (12), p.2088-2094 |
issn | 1434-1948 1099-0682 |
language | eng |
recordid | cdi_hal_primary_oai_HAL_hal_02007969v1 |
source | Wiley Online Library - AutoHoldings Journals |
subjects | C-C coupling Carbene ligands Carbenes Catalysis Catalysts Catalytic activity Chemical Sciences Coordination chemistry Homogeneous catalysis Ligands Linkages Modular Nitrogen heterocycles NMR Nuclear magnetic resonance Palladium Triazoles |
title | Functionalisable N-Heterocyclic Carbene-Triazole Palladium Complexes and Their Application in the Suzuki-Miyaura Reaction |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-14T11%3A55%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Functionalisable%20N-Heterocyclic%20Carbene-Triazole%20Palladium%20Complexes%20and%20Their%20Application%20in%20the%20Suzuki-Miyaura%20Reaction&rft.jtitle=European%20journal%20of%20inorganic%20chemistry&rft.au=Gogolieva,%20Ganna&rft.date=2014-04&rft.volume=2014&rft.issue=12&rft.spage=2088&rft.epage=2094&rft.pages=2088-2094&rft.issn=1434-1948&rft.eissn=1099-0682&rft_id=info:doi/10.1002/ejic.201301607&rft_dat=%3Cproquest_hal_p%3E1629345618%3C/proquest_hal_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1549969406&rft_id=info:pmid/&rfr_iscdi=true |