A Ru−η6‑Arene Complex as a C‑Based Lewis Acid in the Activation of Hydrogen and Hydrogenation Catalysis
The PBP ligand (Ph2PC6H4)2BPh was used to prepare ((Ph2PC6H4)2B(Cl)(η6-Ph)RuCl (1) and subsequently [((Ph2PC6H4)2B(η6-Ph))RuCl][B(C6F5)4] (2). The latter species exhibited Lewis acidity on the η6-Ph ring, as reaction with Cy3P gave the donor–acceptor adduct [(Ph2PC6H4)2B(η5-C6H5-o-PCy3)RuCl][B(C6F...
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Veröffentlicht in: | Journal of the American Chemical Society 2013-06, Vol.135 (23), p.8508-8511 |
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creator | Boone, Michael P Stephan, Douglas W |
description | The PBP ligand (Ph2PC6H4)2BPh was used to prepare ((Ph2PC6H4)2B(Cl)(η6-Ph)RuCl (1) and subsequently [((Ph2PC6H4)2B(η6-Ph))RuCl][B(C6F5)4] (2). The latter species exhibited Lewis acidity on the η6-Ph ring, as reaction with Cy3P gave the donor–acceptor adduct [(Ph2PC6H4)2B(η5-C6H5-o-PCy3)RuCl][B(C6F5)4] (3). Steric frustration of this binding was seen with Mes3P, and yet the combination of 2 and Mes3P reacted with H2 to give a 2:1 mixture of 5- o and 5- p , two isomers of [(Ph2PC6H4)2B(η5-C6H6)RuCl] (5), along with [Mes3PH][HB(C6F5)3]. Compound 2 behaves as C-based Lewis acid and thus can also be used for catalytic hydrogenation of aldimines at room temperature via a frustrated Lewis pair mechanism. |
doi_str_mv | 10.1021/ja403912n |
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The latter species exhibited Lewis acidity on the η6-Ph ring, as reaction with Cy3P gave the donor–acceptor adduct [(Ph2PC6H4)2B(η5-C6H5-o-PCy3)RuCl][B(C6F5)4] (3). Steric frustration of this binding was seen with Mes3P, and yet the combination of 2 and Mes3P reacted with H2 to give a 2:1 mixture of 5- o and 5- p , two isomers of [(Ph2PC6H4)2B(η5-C6H6)RuCl] (5), along with [Mes3PH][HB(C6F5)3]. Compound 2 behaves as C-based Lewis acid and thus can also be used for catalytic hydrogenation of aldimines at room temperature via a frustrated Lewis pair mechanism.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja403912n</identifier><identifier>PMID: 23718884</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Boranes - chemistry ; Catalysis ; Crystallography, X-Ray ; Hydrogen - chemistry ; Hydrogenation ; Lewis Acids - chemistry ; Models, Molecular ; Molecular Conformation ; Organometallic Compounds - chemical synthesis ; Organometallic Compounds - chemistry ; Quantum Theory ; Ruthenium - chemistry</subject><ispartof>Journal of the American Chemical Society, 2013-06, Vol.135 (23), p.8508-8511</ispartof><rights>Copyright © 2013 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ja403912n$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja403912n$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23718884$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Boone, Michael P</creatorcontrib><creatorcontrib>Stephan, Douglas W</creatorcontrib><title>A Ru−η6‑Arene Complex as a C‑Based Lewis Acid in the Activation of Hydrogen and Hydrogenation Catalysis</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>The PBP ligand (Ph2PC6H4)2BPh was used to prepare ((Ph2PC6H4)2B(Cl)(η6-Ph)RuCl (1) and subsequently [((Ph2PC6H4)2B(η6-Ph))RuCl][B(C6F5)4] (2). The latter species exhibited Lewis acidity on the η6-Ph ring, as reaction with Cy3P gave the donor–acceptor adduct [(Ph2PC6H4)2B(η5-C6H5-o-PCy3)RuCl][B(C6F5)4] (3). Steric frustration of this binding was seen with Mes3P, and yet the combination of 2 and Mes3P reacted with H2 to give a 2:1 mixture of 5- o and 5- p , two isomers of [(Ph2PC6H4)2B(η5-C6H6)RuCl] (5), along with [Mes3PH][HB(C6F5)3]. Compound 2 behaves as C-based Lewis acid and thus can also be used for catalytic hydrogenation of aldimines at room temperature via a frustrated Lewis pair mechanism.</description><subject>Boranes - chemistry</subject><subject>Catalysis</subject><subject>Crystallography, X-Ray</subject><subject>Hydrogen - chemistry</subject><subject>Hydrogenation</subject><subject>Lewis Acids - chemistry</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Organometallic Compounds - chemical synthesis</subject><subject>Organometallic Compounds - chemistry</subject><subject>Quantum Theory</subject><subject>Ruthenium - chemistry</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kE1OwzAQhS0EoqWw4ALIGyQ2Af_FcZYhAopUCQnB2nJiB1wlTokToDuWbOEy3IJD9CQYtbCaeTOfRm8eAIcYnWJE8NlcMURTTNwWGOOYoCjGhG-DMUKIRIngdAT2vJ8HyYjAu2BEaIKFEGwMXAZvh9X75_cXX719ZJ1xBuZts6jNK1QeKpiH8bnyRsOZebEeZqXV0DrYP5rQ9_ZZ9bZ1sK3gdKm79sE4qJz-F-ttrnpVL731-2CnUrU3B5s6AfeXF3f5NJrdXF3n2SxSwT-LeIxpWuhUME1LoTHSnLOCp7EmMTWYJUrTGCXhDYKZIazCSjAsEhFXmqNC0Qk4Wd9ddO3TYHwvG-tLU9fKmXbwElOeCIF4wgJ6tEGHojFaLjrbqG4p_zIKwPEaUKWX83boXHAuMZK_2cv_7OkPhtt0uQ</recordid><startdate>20130612</startdate><enddate>20130612</enddate><creator>Boone, Michael P</creator><creator>Stephan, Douglas W</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20130612</creationdate><title>A Ru−η6‑Arene Complex as a C‑Based Lewis Acid in the Activation of Hydrogen and Hydrogenation Catalysis</title><author>Boone, Michael P ; Stephan, Douglas W</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a1524-65139bd984d3c8d10d664b695d253e147ad3507237214e24f1a8418785fd60ba3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Boranes - chemistry</topic><topic>Catalysis</topic><topic>Crystallography, X-Ray</topic><topic>Hydrogen - chemistry</topic><topic>Hydrogenation</topic><topic>Lewis Acids - chemistry</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>Organometallic Compounds - chemical synthesis</topic><topic>Organometallic Compounds - chemistry</topic><topic>Quantum Theory</topic><topic>Ruthenium - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Boone, Michael P</creatorcontrib><creatorcontrib>Stephan, Douglas W</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Boone, Michael P</au><au>Stephan, Douglas W</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Ru−η6‑Arene Complex as a C‑Based Lewis Acid in the Activation of Hydrogen and Hydrogenation Catalysis</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2013-06-12</date><risdate>2013</risdate><volume>135</volume><issue>23</issue><spage>8508</spage><epage>8511</epage><pages>8508-8511</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>The PBP ligand (Ph2PC6H4)2BPh was used to prepare ((Ph2PC6H4)2B(Cl)(η6-Ph)RuCl (1) and subsequently [((Ph2PC6H4)2B(η6-Ph))RuCl][B(C6F5)4] (2). The latter species exhibited Lewis acidity on the η6-Ph ring, as reaction with Cy3P gave the donor–acceptor adduct [(Ph2PC6H4)2B(η5-C6H5-o-PCy3)RuCl][B(C6F5)4] (3). Steric frustration of this binding was seen with Mes3P, and yet the combination of 2 and Mes3P reacted with H2 to give a 2:1 mixture of 5- o and 5- p , two isomers of [(Ph2PC6H4)2B(η5-C6H6)RuCl] (5), along with [Mes3PH][HB(C6F5)3]. Compound 2 behaves as C-based Lewis acid and thus can also be used for catalytic hydrogenation of aldimines at room temperature via a frustrated Lewis pair mechanism.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>23718884</pmid><doi>10.1021/ja403912n</doi><tpages>4</tpages></addata></record> |
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subjects | Boranes - chemistry Catalysis Crystallography, X-Ray Hydrogen - chemistry Hydrogenation Lewis Acids - chemistry Models, Molecular Molecular Conformation Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Quantum Theory Ruthenium - chemistry |
title | A Ru−η6‑Arene Complex as a C‑Based Lewis Acid in the Activation of Hydrogen and Hydrogenation Catalysis |
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