Facile and Efficient Reductive Homocoupling of Benzyl and Aryl Halides Catalyzed by Ionic Liquid [C₁₂mim][CuCl₂] in the Presence of Metallic Zinc and Copper
A facile and efficient synthesis of bibenzyl and biaryl derivatives by reductive homocoupling reaction is described. Treatment of benzyl and aryl halides with metallic zinc and copper powder in the presence of a catalytic amount of [C₁₂mim][CuCl₂] under ligand- and base-free conditions gives the cor...
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| Veröffentlicht in: | Catalysis letters 2011-03, Vol.141 (3), p.467-473 |
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| creator | Hu, Yu-Lin Li, Fu Gu, Guo-Liang Lu, Ming |
| description | A facile and efficient synthesis of bibenzyl and biaryl derivatives by reductive homocoupling reaction is described. Treatment of benzyl and aryl halides with metallic zinc and copper powder in the presence of a catalytic amount of [C₁₂mim][CuCl₂] under ligand- and base-free conditions gives the corresponding bibenzyls and biaryls in good to high yields. The product can be isolated by a simple extraction with organic solvent, and the catalytic system can be recycled or reused without any significant loss of catalytic activity. Graphical Abstract [graphic removed] |
| doi_str_mv | 10.1007/s10562-010-0535-5 |
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Treatment of benzyl and aryl halides with metallic zinc and copper powder in the presence of a catalytic amount of [C₁₂mim][CuCl₂] under ligand- and base-free conditions gives the corresponding bibenzyls and biaryls in good to high yields. The product can be isolated by a simple extraction with organic solvent, and the catalytic system can be recycled or reused without any significant loss of catalytic activity. 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All Rights Reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c370t-bae0dc0dc814d368e2f002d4443556492e4cd093df64acace407435fb6d920433</citedby><cites>FETCH-LOGICAL-c370t-bae0dc0dc814d368e2f002d4443556492e4cd093df64acace407435fb6d920433</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10562-010-0535-5$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10562-010-0535-5$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>315,781,785,27928,27929,41492,42561,51323</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23942512$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Hu, Yu-Lin</creatorcontrib><creatorcontrib>Li, Fu</creatorcontrib><creatorcontrib>Gu, Guo-Liang</creatorcontrib><creatorcontrib>Lu, Ming</creatorcontrib><title>Facile and Efficient Reductive Homocoupling of Benzyl and Aryl Halides Catalyzed by Ionic Liquid [C₁₂mim][CuCl₂] in the Presence of Metallic Zinc and Copper</title><title>Catalysis letters</title><addtitle>Catal Lett</addtitle><description>A facile and efficient synthesis of bibenzyl and biaryl derivatives by reductive homocoupling reaction is described. Treatment of benzyl and aryl halides with metallic zinc and copper powder in the presence of a catalytic amount of [C₁₂mim][CuCl₂] under ligand- and base-free conditions gives the corresponding bibenzyls and biaryls in good to high yields. The product can be isolated by a simple extraction with organic solvent, and the catalytic system can be recycled or reused without any significant loss of catalytic activity. Graphical Abstract [graphic removed]</description><subject>Aromatic compounds</subject><subject>Bibenzyls/biaryls</subject><subject>Catalysis</subject><subject>Catalytic activity</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Copper</subject><subject>Copper chloride</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Halides</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Ionic liquids</subject><subject>Organometallic Chemistry</subject><subject>Physical Chemistry</subject><subject>Reductive homocoupling</subject><subject>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><subject>Zinc</subject><subject>Zn/Cu</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>AFKRA</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNp9kd9qFDEUxgexYG19AK8MiJejJ3_m32UdWrewoqiFYilDNjlZU2aTaTIjbO_cR_HR-iRmO0XvhEA-ON_3Owe-LHtJ4S0FqN5FCkXJcqCQQ8GLvHiSHdKiYnldNZdPkwZKc16xy2fZ8xhvAKCpaHOY_T6TyvZIpNPk1BirLLqRfEE9qdH-RLLwG6_8NPTWrYk35D26u23_YD8JSSxkbzVG0spR9ts71GS1JefeWUWW9naymly197tf97vdxm6ur9qp7ZO-JtaR8QeSzwEjOoV79EdMiD4Fv1unHja0fhgwHGcHRvYRXzz-R9nF2em3dpEvP304b0-WueIVjPlKImiVXk2F5mWNzAAwLYTgRVGKhqFQGhquTSmkkgoFVGlkVqVuGAjOj7LXM3cI_nbCOHY3fgourewYK-qG0bKuk4vOLhV8jAFNNwS7kWHbUej2VXRzFV2qottX0RUp8-aRLKOSvQnSKRv_BhlvBCsoSz42-2IauTWGfxf8D_5qDhnpO7kOCXzxlQHlQBsh6orzP5OPpR4</recordid><startdate>20110301</startdate><enddate>20110301</enddate><creator>Hu, Yu-Lin</creator><creator>Li, Fu</creator><creator>Gu, Guo-Liang</creator><creator>Lu, Ming</creator><general>Boston : Springer US</general><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>FBQ</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope></search><sort><creationdate>20110301</creationdate><title>Facile and Efficient Reductive Homocoupling of Benzyl and Aryl Halides Catalyzed by Ionic Liquid [C₁₂mim][CuCl₂] in the Presence of Metallic Zinc and Copper</title><author>Hu, Yu-Lin ; Li, Fu ; Gu, Guo-Liang ; Lu, Ming</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c370t-bae0dc0dc814d368e2f002d4443556492e4cd093df64acace407435fb6d920433</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Aromatic compounds</topic><topic>Bibenzyls/biaryls</topic><topic>Catalysis</topic><topic>Catalytic activity</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Copper</topic><topic>Copper chloride</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Halides</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Ionic liquids</topic><topic>Organometallic Chemistry</topic><topic>Physical Chemistry</topic><topic>Reductive homocoupling</topic><topic>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</topic><topic>Zinc</topic><topic>Zn/Cu</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hu, Yu-Lin</creatorcontrib><creatorcontrib>Li, Fu</creatorcontrib><creatorcontrib>Gu, Guo-Liang</creatorcontrib><creatorcontrib>Lu, Ming</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hu, Yu-Lin</au><au>Li, Fu</au><au>Gu, Guo-Liang</au><au>Lu, Ming</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Facile and Efficient Reductive Homocoupling of Benzyl and Aryl Halides Catalyzed by Ionic Liquid [C₁₂mim][CuCl₂] in the Presence of Metallic Zinc and Copper</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2011-03-01</date><risdate>2011</risdate><volume>141</volume><issue>3</issue><spage>467</spage><epage>473</epage><pages>467-473</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>A facile and efficient synthesis of bibenzyl and biaryl derivatives by reductive homocoupling reaction is described. Treatment of benzyl and aryl halides with metallic zinc and copper powder in the presence of a catalytic amount of [C₁₂mim][CuCl₂] under ligand- and base-free conditions gives the corresponding bibenzyls and biaryls in good to high yields. The product can be isolated by a simple extraction with organic solvent, and the catalytic system can be recycled or reused without any significant loss of catalytic activity. Graphical Abstract [graphic removed]</abstract><cop>Boston</cop><pub>Boston : Springer US</pub><doi>10.1007/s10562-010-0535-5</doi><tpages>7</tpages></addata></record> |
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| identifier | ISSN: 1011-372X |
| ispartof | Catalysis letters, 2011-03, Vol.141 (3), p.467-473 |
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| subjects | Aromatic compounds Bibenzyls/biaryls Catalysis Catalytic activity Chemistry Chemistry and Materials Science Copper Copper chloride Exact sciences and technology General and physical chemistry Halides Industrial Chemistry/Chemical Engineering Ionic liquids Organometallic Chemistry Physical Chemistry Reductive homocoupling Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry Zinc Zn/Cu |
| title | Facile and Efficient Reductive Homocoupling of Benzyl and Aryl Halides Catalyzed by Ionic Liquid [C₁₂mim][CuCl₂] in the Presence of Metallic Zinc and Copper |
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