Cupric Superoxo-Mediated Intermolecular C−H Activation Chemistry
The new cupric superoxo complex [LCuII(O2 •−)]+, which possesses particularly strong O−O and Cu−O bonding, is capable of intermolecular C−H activation of the NADH analogue 1-benzyl-1,4-dihydronicotinamide (BNAH). Kinetic studies indicated a first-order dependence on both the Cu complex and BNAH with...
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Veröffentlicht in: | Journal of the American Chemical Society 2011-02, Vol.133 (6), p.1702-1705 |
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container_title | Journal of the American Chemical Society |
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creator | Peterson, Ryan L. Himes, Richard A. Kotani, Hiroaki Suenobu, Tomoyoshi Tian, Li Siegler, Maxime A. Solomon, Edward I. Fukuzumi, Shunichi Karlin, Kenneth D. |
description | The new cupric superoxo complex [LCuII(O2 •−)]+, which possesses particularly strong O−O and Cu−O bonding, is capable of intermolecular C−H activation of the NADH analogue 1-benzyl-1,4-dihydronicotinamide (BNAH). Kinetic studies indicated a first-order dependence on both the Cu complex and BNAH with a deuterium kinetic isotope effect (KIE) of 12.1, similar to that observed for certain copper monooxygenases. |
doi_str_mv | 10.1021/ja110466q |
format | Article |
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Kinetic studies indicated a first-order dependence on both the Cu complex and BNAH with a deuterium kinetic isotope effect (KIE) of 12.1, similar to that observed for certain copper monooxygenases.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja110466q</identifier><identifier>PMID: 21265534</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Carbon - chemistry ; Copper - chemistry ; Hydrogen - chemistry ; Kinetics ; Models, Molecular ; Molecular Conformation ; Organometallic Compounds - chemistry ; Oxidation-Reduction</subject><ispartof>Journal of the American Chemical Society, 2011-02, Vol.133 (6), p.1702-1705</ispartof><rights>Copyright © 2011 American Chemical Society</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a415t-d58f3405257016d597df0352ad9e2269287c4b3512e8a20090202b7d95cb38843</citedby><cites>FETCH-LOGICAL-a415t-d58f3405257016d597df0352ad9e2269287c4b3512e8a20090202b7d95cb38843</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ja110466q$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja110466q$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21265534$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Peterson, Ryan L.</creatorcontrib><creatorcontrib>Himes, Richard A.</creatorcontrib><creatorcontrib>Kotani, Hiroaki</creatorcontrib><creatorcontrib>Suenobu, Tomoyoshi</creatorcontrib><creatorcontrib>Tian, Li</creatorcontrib><creatorcontrib>Siegler, Maxime A.</creatorcontrib><creatorcontrib>Solomon, Edward I.</creatorcontrib><creatorcontrib>Fukuzumi, Shunichi</creatorcontrib><creatorcontrib>Karlin, Kenneth D.</creatorcontrib><title>Cupric Superoxo-Mediated Intermolecular C−H Activation Chemistry</title><title>Journal of the American Chemical Society</title><addtitle>J. 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Kinetic studies indicated a first-order dependence on both the Cu complex and BNAH with a deuterium kinetic isotope effect (KIE) of 12.1, similar to that observed for certain copper monooxygenases.</description><subject>Carbon - chemistry</subject><subject>Copper - chemistry</subject><subject>Hydrogen - chemistry</subject><subject>Kinetics</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Organometallic Compounds - chemistry</subject><subject>Oxidation-Reduction</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkLFOwzAQhi0EoqUw8AIoC0IMgfMlTpwRIqCVihiAOXJsR6RK4tZOEH0DZh6RJ8GopRPT6XSfvrv7CTmlcEUB6fVCUApxkqz2yJgyhJBRTPbJGAAwTHkSjciRcwvfxsjpIRmhnzMWxWNymw9LW8vgeVhqaz5M-KhVLXqtglnXa9uaRsuhETbIvz-_psGN7Ot30demC_I33daut-tjclCJxumTbZ2Q1_u7l3wazp8eZvnNPBQxZX2oGK-iGBiyFGiiWJaqCiKGQmUaMcmQpzIuI3-65gIBMkDAMlUZk2XEeRxNyMXGu7RmNWjXF36_1E0jOm0GV2RegRyS1JOXG1Ja45zVVeF_bIVdFxSK38SKXWKePdtah7LVakf-ReSB8w0gpCsWZrCdf_If0Q-WTHDa</recordid><startdate>20110216</startdate><enddate>20110216</enddate><creator>Peterson, Ryan L.</creator><creator>Himes, Richard A.</creator><creator>Kotani, Hiroaki</creator><creator>Suenobu, Tomoyoshi</creator><creator>Tian, Li</creator><creator>Siegler, Maxime A.</creator><creator>Solomon, Edward I.</creator><creator>Fukuzumi, Shunichi</creator><creator>Karlin, Kenneth D.</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>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20110216</creationdate><title>Cupric Superoxo-Mediated Intermolecular C−H Activation Chemistry</title><author>Peterson, Ryan L. ; Himes, Richard A. ; Kotani, Hiroaki ; Suenobu, Tomoyoshi ; Tian, Li ; Siegler, Maxime A. ; Solomon, Edward I. ; Fukuzumi, Shunichi ; Karlin, Kenneth D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a415t-d58f3405257016d597df0352ad9e2269287c4b3512e8a20090202b7d95cb38843</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Carbon - chemistry</topic><topic>Copper - chemistry</topic><topic>Hydrogen - chemistry</topic><topic>Kinetics</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>Organometallic Compounds - chemistry</topic><topic>Oxidation-Reduction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peterson, Ryan L.</creatorcontrib><creatorcontrib>Himes, Richard A.</creatorcontrib><creatorcontrib>Kotani, Hiroaki</creatorcontrib><creatorcontrib>Suenobu, Tomoyoshi</creatorcontrib><creatorcontrib>Tian, Li</creatorcontrib><creatorcontrib>Siegler, Maxime A.</creatorcontrib><creatorcontrib>Solomon, Edward I.</creatorcontrib><creatorcontrib>Fukuzumi, Shunichi</creatorcontrib><creatorcontrib>Karlin, Kenneth D.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</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>Peterson, Ryan L.</au><au>Himes, Richard A.</au><au>Kotani, Hiroaki</au><au>Suenobu, Tomoyoshi</au><au>Tian, Li</au><au>Siegler, Maxime A.</au><au>Solomon, Edward I.</au><au>Fukuzumi, Shunichi</au><au>Karlin, Kenneth D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cupric Superoxo-Mediated Intermolecular C−H Activation Chemistry</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2011-02-16</date><risdate>2011</risdate><volume>133</volume><issue>6</issue><spage>1702</spage><epage>1705</epage><pages>1702-1705</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>The new cupric superoxo complex [LCuII(O2 •−)]+, which possesses particularly strong O−O and Cu−O bonding, is capable of intermolecular C−H activation of the NADH analogue 1-benzyl-1,4-dihydronicotinamide (BNAH). Kinetic studies indicated a first-order dependence on both the Cu complex and BNAH with a deuterium kinetic isotope effect (KIE) of 12.1, similar to that observed for certain copper monooxygenases.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>21265534</pmid><doi>10.1021/ja110466q</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Carbon - chemistry Copper - chemistry Hydrogen - chemistry Kinetics Models, Molecular Molecular Conformation Organometallic Compounds - chemistry Oxidation-Reduction |
title | Cupric Superoxo-Mediated Intermolecular C−H Activation Chemistry |
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