A Mild and Base-Free Protocol for the Ruthenium-Catalyzed Hydrogenation of Aliphatic and Aromatic Nitriles with Tridentate Phosphine Ligands
A novel protocol for the general hydrogenation of nitriles in the absence of basic additives is described. The system is based on the combination of [Ru(cod)(methylallyl)2] (cod=cyclooctadiene) and L2. A variety of aromatic and aliphatic nitriles is hydrogenated under mild conditions (50 °C and 15 b...
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| Veröffentlicht in: | ChemCatChem 2016-04, Vol.8 (7), p.1329-1334 |
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| creator | Adam, Rosa Bheeter, Charles Beromeo Jackstell, Ralf Beller, Matthias |
| description | A novel protocol for the general hydrogenation of nitriles in the absence of basic additives is described. The system is based on the combination of [Ru(cod)(methylallyl)2] (cod=cyclooctadiene) and L2. A variety of aromatic and aliphatic nitriles is hydrogenated under mild conditions (50 °C and 15 bar H2) with this system. Kinetic studies revealed higher activity in the case of aromatic nitriles compared with aliphatic ones.
Hydrogenating nitriles: A general and selective methodology for the hydrogenation of aromatic and aliphatic nitriles based on a Ru/triphos‐type system is presented. No basic additives are needed to selectively obtain primary amines. |
| doi_str_mv | 10.1002/cctc.201501367 |
| format | Article |
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Hydrogenating nitriles: A general and selective methodology for the hydrogenation of aromatic and aliphatic nitriles based on a Ru/triphos‐type system is presented. No basic additives are needed to selectively obtain primary amines.</description><identifier>ISSN: 1867-3880</identifier><identifier>EISSN: 1867-3899</identifier><identifier>DOI: 10.1002/cctc.201501367</identifier><language>eng</language><publisher>Weinheim: Blackwell Publishing Ltd</publisher><subject>amines ; hydrogenation ; nitriles ; phosphine ligands ; ruthenium</subject><ispartof>ChemCatChem, 2016-04, Vol.8 (7), p.1329-1334</ispartof><rights>2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4257-544d0ec4a25b5b9c50777d2ae0b17fc20657a5460ac5ea6456ba853f3dda32493</citedby><cites>FETCH-LOGICAL-c4257-544d0ec4a25b5b9c50777d2ae0b17fc20657a5460ac5ea6456ba853f3dda32493</cites><orcidid>0000-0001-5709-0965</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%2Fcctc.201501367$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcctc.201501367$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,778,782,1414,27907,27908,45557,45558</link.rule.ids></links><search><creatorcontrib>Adam, Rosa</creatorcontrib><creatorcontrib>Bheeter, Charles Beromeo</creatorcontrib><creatorcontrib>Jackstell, Ralf</creatorcontrib><creatorcontrib>Beller, Matthias</creatorcontrib><title>A Mild and Base-Free Protocol for the Ruthenium-Catalyzed Hydrogenation of Aliphatic and Aromatic Nitriles with Tridentate Phosphine Ligands</title><title>ChemCatChem</title><addtitle>ChemCatChem</addtitle><description>A novel protocol for the general hydrogenation of nitriles in the absence of basic additives is described. The system is based on the combination of [Ru(cod)(methylallyl)2] (cod=cyclooctadiene) and L2. A variety of aromatic and aliphatic nitriles is hydrogenated under mild conditions (50 °C and 15 bar H2) with this system. Kinetic studies revealed higher activity in the case of aromatic nitriles compared with aliphatic ones.
Hydrogenating nitriles: A general and selective methodology for the hydrogenation of aromatic and aliphatic nitriles based on a Ru/triphos‐type system is presented. No basic additives are needed to selectively obtain primary amines.</description><subject>amines</subject><subject>hydrogenation</subject><subject>nitriles</subject><subject>phosphine ligands</subject><subject>ruthenium</subject><issn>1867-3880</issn><issn>1867-3899</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFkMtOAjEUhidGExHdum7ierBzacsscSJgMuIliO6a0naY4jDFtgTxGXxoCxjizs255PzfOTl_EFxGsBNBGF9z7ngnhhGCUYLJUdCKupiESTfLjg91F54GZ9bOIcRZQlAr-O6Be1ULwBoBbpiVYd9ICR6NdprrGpTaAFdJ8LzysVGrRZgzx-rNlxRguBFGz2TDnNIN0CXo1WpZ-Y7vtvWMXuyakXJG1dKCtXIVGBslZOOY81cqbZeVaiQo1Mwj9jw4KVlt5cVvbgcv_dtxPgyLh8Fd3itCnsaIhChNBZQ8ZTGaomnGESSEiJhJOI1IyWOIEWEoxZBxJBlOEZ6yLkrKRAiWxGmWtIOr_d6l0R8raR2d65Vp_EkaEZJhAjFJvaqzV3GjrTWypEujFsxsaATp1nG6dZweHPdAtgfW_t3NP2qa5-P8LxvuWWWd_DywzLxTPyWIvo4G9GlSTN6GcZ9Okh-WxpXn</recordid><startdate>20160406</startdate><enddate>20160406</enddate><creator>Adam, Rosa</creator><creator>Bheeter, Charles Beromeo</creator><creator>Jackstell, Ralf</creator><creator>Beller, Matthias</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-5709-0965</orcidid></search><sort><creationdate>20160406</creationdate><title>A Mild and Base-Free Protocol for the Ruthenium-Catalyzed Hydrogenation of Aliphatic and Aromatic Nitriles with Tridentate Phosphine Ligands</title><author>Adam, Rosa ; Bheeter, Charles Beromeo ; Jackstell, Ralf ; Beller, Matthias</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4257-544d0ec4a25b5b9c50777d2ae0b17fc20657a5460ac5ea6456ba853f3dda32493</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>amines</topic><topic>hydrogenation</topic><topic>nitriles</topic><topic>phosphine ligands</topic><topic>ruthenium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Adam, Rosa</creatorcontrib><creatorcontrib>Bheeter, Charles Beromeo</creatorcontrib><creatorcontrib>Jackstell, Ralf</creatorcontrib><creatorcontrib>Beller, Matthias</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>ChemCatChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Adam, Rosa</au><au>Bheeter, Charles Beromeo</au><au>Jackstell, Ralf</au><au>Beller, Matthias</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Mild and Base-Free Protocol for the Ruthenium-Catalyzed Hydrogenation of Aliphatic and Aromatic Nitriles with Tridentate Phosphine Ligands</atitle><jtitle>ChemCatChem</jtitle><addtitle>ChemCatChem</addtitle><date>2016-04-06</date><risdate>2016</risdate><volume>8</volume><issue>7</issue><spage>1329</spage><epage>1334</epage><pages>1329-1334</pages><issn>1867-3880</issn><eissn>1867-3899</eissn><abstract>A novel protocol for the general hydrogenation of nitriles in the absence of basic additives is described. The system is based on the combination of [Ru(cod)(methylallyl)2] (cod=cyclooctadiene) and L2. A variety of aromatic and aliphatic nitriles is hydrogenated under mild conditions (50 °C and 15 bar H2) with this system. Kinetic studies revealed higher activity in the case of aromatic nitriles compared with aliphatic ones.
Hydrogenating nitriles: A general and selective methodology for the hydrogenation of aromatic and aliphatic nitriles based on a Ru/triphos‐type system is presented. No basic additives are needed to selectively obtain primary amines.</abstract><cop>Weinheim</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/cctc.201501367</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-5709-0965</orcidid></addata></record> |
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| issn | 1867-3880 1867-3899 |
| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | amines hydrogenation nitriles phosphine ligands ruthenium |
| title | A Mild and Base-Free Protocol for the Ruthenium-Catalyzed Hydrogenation of Aliphatic and Aromatic Nitriles with Tridentate Phosphine Ligands |
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