Palladium(II) N-heterocyclic carbene complexes as catalysts for the direct arylation of pyrrole derivatives with aryl chlorides
[Display omitted] •The new Ag(I) and Pd(II)-NHC complexes were prepared.•These complexes were characterized by elemental analysis, IR, 1H, 13C NMR spectroscopy.•The new PdII complexes were tested as catalysts in direct arylation of pyrrole derivatives. Silver(I) N-heterocyclic carbene complexes were...
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container_title | Inorganica Chimica Acta |
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creator | Yigit, Beyhan Gürbüz, Nevin Yigit, Murat Dagdeviren, Zeynep Özdemir, Ismail |
description | [Display omitted]
•The new Ag(I) and Pd(II)-NHC complexes were prepared.•These complexes were characterized by elemental analysis, IR, 1H, 13C NMR spectroscopy.•The new PdII complexes were tested as catalysts in direct arylation of pyrrole derivatives.
Silver(I) N-heterocyclic carbene complexes were synthesized in good yields by the reactions of 1,3-dialkylperhydrobenzimidazolyum salts with silver(I) oxide and used as transmetallation reagents for the synthesis of palladium(II) N-heterocyclic carbene complexes. All of the complexes were characterized using elemental analysis, 1H NMR and 13C NMR spectroscopy. The catalytic activity of Pd(II)-NHC complexes in the direct arylation of pyrrole derivatives was investigated. These Pd(II)-NHC complexes showed the good catalytic performance for the direct arylation of pyrrole derivatives with readily available and inexpensive aryl chlorides. The arylation reactions regioselectively produced C2- or C5-arylation products in moderate to good yields by using 1mol% of the palladium complex. |
doi_str_mv | 10.1016/j.ica.2017.05.047 |
format | Article |
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•The new Ag(I) and Pd(II)-NHC complexes were prepared.•These complexes were characterized by elemental analysis, IR, 1H, 13C NMR spectroscopy.•The new PdII complexes were tested as catalysts in direct arylation of pyrrole derivatives.
Silver(I) N-heterocyclic carbene complexes were synthesized in good yields by the reactions of 1,3-dialkylperhydrobenzimidazolyum salts with silver(I) oxide and used as transmetallation reagents for the synthesis of palladium(II) N-heterocyclic carbene complexes. All of the complexes were characterized using elemental analysis, 1H NMR and 13C NMR spectroscopy. The catalytic activity of Pd(II)-NHC complexes in the direct arylation of pyrrole derivatives was investigated. These Pd(II)-NHC complexes showed the good catalytic performance for the direct arylation of pyrrole derivatives with readily available and inexpensive aryl chlorides. The arylation reactions regioselectively produced C2- or C5-arylation products in moderate to good yields by using 1mol% of the palladium complex.</description><identifier>ISSN: 0020-1693</identifier><identifier>EISSN: 1873-3255</identifier><identifier>DOI: 10.1016/j.ica.2017.05.047</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Aromatic compounds ; Catalysis ; Catalysts ; Catalytic activity ; Chemical synthesis ; Chloride ; Chlorides ; Derivatives ; NMR spectroscopy ; Palladium ; Reagents ; Silver</subject><ispartof>Inorganica Chimica Acta, 2017-08, Vol.465, p.44-49</ispartof><rights>2017 Elsevier B.V.</rights><rights>Copyright Elsevier Science Ltd. Aug 24, 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c325t-942fd442297e4338b0407a94f7b2e0df08676266809277e13816160a8b50c18c3</citedby><cites>FETCH-LOGICAL-c325t-942fd442297e4338b0407a94f7b2e0df08676266809277e13816160a8b50c18c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ica.2017.05.047$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27922,27923,45993</link.rule.ids></links><search><creatorcontrib>Yigit, Beyhan</creatorcontrib><creatorcontrib>Gürbüz, Nevin</creatorcontrib><creatorcontrib>Yigit, Murat</creatorcontrib><creatorcontrib>Dagdeviren, Zeynep</creatorcontrib><creatorcontrib>Özdemir, Ismail</creatorcontrib><title>Palladium(II) N-heterocyclic carbene complexes as catalysts for the direct arylation of pyrrole derivatives with aryl chlorides</title><title>Inorganica Chimica Acta</title><description>[Display omitted]
•The new Ag(I) and Pd(II)-NHC complexes were prepared.•These complexes were characterized by elemental analysis, IR, 1H, 13C NMR spectroscopy.•The new PdII complexes were tested as catalysts in direct arylation of pyrrole derivatives.
Silver(I) N-heterocyclic carbene complexes were synthesized in good yields by the reactions of 1,3-dialkylperhydrobenzimidazolyum salts with silver(I) oxide and used as transmetallation reagents for the synthesis of palladium(II) N-heterocyclic carbene complexes. All of the complexes were characterized using elemental analysis, 1H NMR and 13C NMR spectroscopy. The catalytic activity of Pd(II)-NHC complexes in the direct arylation of pyrrole derivatives was investigated. These Pd(II)-NHC complexes showed the good catalytic performance for the direct arylation of pyrrole derivatives with readily available and inexpensive aryl chlorides. The arylation reactions regioselectively produced C2- or C5-arylation products in moderate to good yields by using 1mol% of the palladium complex.</description><subject>Aromatic compounds</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical synthesis</subject><subject>Chloride</subject><subject>Chlorides</subject><subject>Derivatives</subject><subject>NMR spectroscopy</subject><subject>Palladium</subject><subject>Reagents</subject><subject>Silver</subject><issn>0020-1693</issn><issn>1873-3255</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp9kE9PGzEQxa2qlZpSPgA3S1zawy7jP2vvqqcKQYmECgc4W453VnHkxMF2UnLiq2MazpxGmnlv5s2PkDMGLQOmLlatd7blwHQLXQtSfyIz1mvRCN51n8kMgEPD1CC-km85rwAEKNHNyMu9DcGOfrf-MZ__pH-bJRZM0R1c8I46mxa4QeriehvwGTO1uTaLDYdcMp1iomWJdPQJXaE2HYItPm5onOj2kFIMdYbJ72t3X83_fFn-V1G3DDH5EfN38mWyIePpez0hj9dXD5c3ze3dn_nl79vG1QdKM0g-jVJyPmiUQvQLkKDtICe94AjjBL3SiivVw8C1RiZ6ppgC2y86cKx34oScH_duU3zaYS5mFXdpU08aDrITUg98qCp2VLkUc044mW3y65rYMDBvnM3KVM7mjbOBzlTO1fPr6MEaf-8xmew8bhweqZgx-g_crxNlhe0</recordid><startdate>20170824</startdate><enddate>20170824</enddate><creator>Yigit, Beyhan</creator><creator>Gürbüz, Nevin</creator><creator>Yigit, Murat</creator><creator>Dagdeviren, Zeynep</creator><creator>Özdemir, Ismail</creator><general>Elsevier B.V</general><general>Elsevier Science Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20170824</creationdate><title>Palladium(II) N-heterocyclic carbene complexes as catalysts for the direct arylation of pyrrole derivatives with aryl chlorides</title><author>Yigit, Beyhan ; Gürbüz, Nevin ; Yigit, Murat ; Dagdeviren, Zeynep ; Özdemir, Ismail</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c325t-942fd442297e4338b0407a94f7b2e0df08676266809277e13816160a8b50c18c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Aromatic compounds</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical synthesis</topic><topic>Chloride</topic><topic>Chlorides</topic><topic>Derivatives</topic><topic>NMR spectroscopy</topic><topic>Palladium</topic><topic>Reagents</topic><topic>Silver</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yigit, Beyhan</creatorcontrib><creatorcontrib>Gürbüz, Nevin</creatorcontrib><creatorcontrib>Yigit, Murat</creatorcontrib><creatorcontrib>Dagdeviren, Zeynep</creatorcontrib><creatorcontrib>Özdemir, Ismail</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Inorganica Chimica Acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yigit, Beyhan</au><au>Gürbüz, Nevin</au><au>Yigit, Murat</au><au>Dagdeviren, Zeynep</au><au>Özdemir, Ismail</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium(II) N-heterocyclic carbene complexes as catalysts for the direct arylation of pyrrole derivatives with aryl chlorides</atitle><jtitle>Inorganica Chimica Acta</jtitle><date>2017-08-24</date><risdate>2017</risdate><volume>465</volume><spage>44</spage><epage>49</epage><pages>44-49</pages><issn>0020-1693</issn><eissn>1873-3255</eissn><abstract>[Display omitted]
•The new Ag(I) and Pd(II)-NHC complexes were prepared.•These complexes were characterized by elemental analysis, IR, 1H, 13C NMR spectroscopy.•The new PdII complexes were tested as catalysts in direct arylation of pyrrole derivatives.
Silver(I) N-heterocyclic carbene complexes were synthesized in good yields by the reactions of 1,3-dialkylperhydrobenzimidazolyum salts with silver(I) oxide and used as transmetallation reagents for the synthesis of palladium(II) N-heterocyclic carbene complexes. All of the complexes were characterized using elemental analysis, 1H NMR and 13C NMR spectroscopy. The catalytic activity of Pd(II)-NHC complexes in the direct arylation of pyrrole derivatives was investigated. These Pd(II)-NHC complexes showed the good catalytic performance for the direct arylation of pyrrole derivatives with readily available and inexpensive aryl chlorides. The arylation reactions regioselectively produced C2- or C5-arylation products in moderate to good yields by using 1mol% of the palladium complex.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/j.ica.2017.05.047</doi><tpages>6</tpages></addata></record> |
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subjects | Aromatic compounds Catalysis Catalysts Catalytic activity Chemical synthesis Chloride Chlorides Derivatives NMR spectroscopy Palladium Reagents Silver |
title | Palladium(II) N-heterocyclic carbene complexes as catalysts for the direct arylation of pyrrole derivatives with aryl chlorides |
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