Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions

Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions

The competition between C−C and C−H insertion in model transition-metal reactions with cyclopropane and propene (C3H6) was studied as a function of total energy. Insertion of neutral transition metal atoms M (= Y, Zr, Nb, and Mo*) into the C−C bonds of cyclopropane led to formation of MCH2 + C2H4, w...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of the American Chemical Society 2003-01, Vol.125 (4), p.860-861
Hauptverfasser: Hinrichs, Ryan Z, Schroden, Jonathan J, Davis, H. Floyd
Format: Artikel
Sprache:eng
Schlagworte:
Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 861
container_issue 4
container_start_page 860
container_title Journal of the American Chemical Society
container_volume 125
creator Hinrichs, Ryan Z
Schroden, Jonathan J
Davis, H. Floyd
description The competition between C−C and C−H insertion in model transition-metal reactions with cyclopropane and propene (C3H6) was studied as a function of total energy. Insertion of neutral transition metal atoms M (= Y, Zr, Nb, and Mo*) into the C−C bonds of cyclopropane led to formation of MCH2 + C2H4, whereas C−H insertion produced MC3H4 + H2. The measured product branching ratios verify the relative potential energy barrier heights for C−C and C−H insertion predicted by ab initio calculations.
doi_str_mv 10.1021/ja0278842
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_72979815</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>72979815</sourcerecordid><originalsourceid>FETCH-LOGICAL-a379t-c002a42fd39875e0eb51c7583da3e7eb2396006fd04f137acf4ab0e555962d683</originalsourceid><addsrcrecordid>eNptkEtu2zAQhomiQeO4XfQChTYtkIUSPkRRWhZqXoCDvNx2SYyoESBXFh2SRuIbZJ0j5iShYyPedEVy5uM_g4-Qr4weMcrZ8QwoV0WR8Q9kxCSnqWQ8_0hGlFKeqiIX--TA-1l8Zrxgn8g-41KoTLERMZWdLzB0obNDUmN4QByS6uXpuUpgaN5u58nF4NG9Ed2QXDsbbFgtMJk6GPzm5yUG6NfsqnHWgKtj7RbBrJv-M9lroff4ZXuOye_Tk2l1nk6uzi6qn5MUhCpDauK2kPG2EWWhJFKsJTNKFqIBgQprLsqc0rxtaNYyocC0GdQUpZRlzpu8EGPyY5O7cPZ-iT7oeecN9j0MaJdeK16qsmAygocb0DjrvcNWL1w3B7fSjOq1Uf1uNLLftqHLeo7NjtwqjMD3LQDeQN9GKabzOy6TMVCth6YbrvMBH9_74P7pXAkl9fT6Tt-oP_zX39NLfbPLBeP1zC7dEN39Z8FXE-6bOA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>72979815</pqid></control><display><type>article</type><title>Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions</title><source>American Chemical Society Journals</source><creator>Hinrichs, Ryan Z ; Schroden, Jonathan J ; Davis, H. Floyd</creator><creatorcontrib>Hinrichs, Ryan Z ; Schroden, Jonathan J ; Davis, H. Floyd</creatorcontrib><description>The competition between C−C and C−H insertion in model transition-metal reactions with cyclopropane and propene (C3H6) was studied as a function of total energy. Insertion of neutral transition metal atoms M (= Y, Zr, Nb, and Mo*) into the C−C bonds of cyclopropane led to formation of MCH2 + C2H4, whereas C−H insertion produced MC3H4 + H2. The measured product branching ratios verify the relative potential energy barrier heights for C−C and C−H insertion predicted by ab initio calculations.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja0278842</identifier><identifier>PMID: 12537471</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Chemical reactivity ; Chemistry ; Exact sciences and technology ; Organic chemistry ; Reactivity and mechanisms</subject><ispartof>Journal of the American Chemical Society, 2003-01, Vol.125 (4), p.860-861</ispartof><rights>Copyright © 2003 American Chemical Society</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-c002a42fd39875e0eb51c7583da3e7eb2396006fd04f137acf4ab0e555962d683</citedby><cites>FETCH-LOGICAL-a379t-c002a42fd39875e0eb51c7583da3e7eb2396006fd04f137acf4ab0e555962d683</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/ja0278842$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja0278842$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=14502175$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12537471$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hinrichs, Ryan Z</creatorcontrib><creatorcontrib>Schroden, Jonathan J</creatorcontrib><creatorcontrib>Davis, H. Floyd</creatorcontrib><title>Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>The competition between C−C and C−H insertion in model transition-metal reactions with cyclopropane and propene (C3H6) was studied as a function of total energy. Insertion of neutral transition metal atoms M (= Y, Zr, Nb, and Mo*) into the C−C bonds of cyclopropane led to formation of MCH2 + C2H4, whereas C−H insertion produced MC3H4 + H2. The measured product branching ratios verify the relative potential energy barrier heights for C−C and C−H insertion predicted by ab initio calculations.</description><subject>Chemical reactivity</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Organic chemistry</subject><subject>Reactivity and mechanisms</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNptkEtu2zAQhomiQeO4XfQChTYtkIUSPkRRWhZqXoCDvNx2SYyoESBXFh2SRuIbZJ0j5iShYyPedEVy5uM_g4-Qr4weMcrZ8QwoV0WR8Q9kxCSnqWQ8_0hGlFKeqiIX--TA-1l8Zrxgn8g-41KoTLERMZWdLzB0obNDUmN4QByS6uXpuUpgaN5u58nF4NG9Ed2QXDsbbFgtMJk6GPzm5yUG6NfsqnHWgKtj7RbBrJv-M9lroff4ZXuOye_Tk2l1nk6uzi6qn5MUhCpDauK2kPG2EWWhJFKsJTNKFqIBgQprLsqc0rxtaNYyocC0GdQUpZRlzpu8EGPyY5O7cPZ-iT7oeecN9j0MaJdeK16qsmAygocb0DjrvcNWL1w3B7fSjOq1Uf1uNLLftqHLeo7NjtwqjMD3LQDeQN9GKabzOy6TMVCth6YbrvMBH9_74P7pXAkl9fT6Tt-oP_zX39NLfbPLBeP1zC7dEN39Z8FXE-6bOA</recordid><startdate>20030129</startdate><enddate>20030129</enddate><creator>Hinrichs, Ryan Z</creator><creator>Schroden, Jonathan J</creator><creator>Davis, H. Floyd</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20030129</creationdate><title>Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions</title><author>Hinrichs, Ryan Z ; Schroden, Jonathan J ; Davis, H. Floyd</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-c002a42fd39875e0eb51c7583da3e7eb2396006fd04f137acf4ab0e555962d683</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Chemical reactivity</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><topic>Reactivity and mechanisms</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hinrichs, Ryan Z</creatorcontrib><creatorcontrib>Schroden, Jonathan J</creatorcontrib><creatorcontrib>Davis, H. Floyd</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</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>Hinrichs, Ryan Z</au><au>Schroden, Jonathan J</au><au>Davis, H. Floyd</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2003-01-29</date><risdate>2003</risdate><volume>125</volume><issue>4</issue><spage>860</spage><epage>861</epage><pages>860-861</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>The competition between C−C and C−H insertion in model transition-metal reactions with cyclopropane and propene (C3H6) was studied as a function of total energy. Insertion of neutral transition metal atoms M (= Y, Zr, Nb, and Mo*) into the C−C bonds of cyclopropane led to formation of MCH2 + C2H4, whereas C−H insertion produced MC3H4 + H2. The measured product branching ratios verify the relative potential energy barrier heights for C−C and C−H insertion predicted by ab initio calculations.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12537471</pmid><doi>10.1021/ja0278842</doi><tpages>2</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0002-7863
ispartof Journal of the American Chemical Society, 2003-01, Vol.125 (4), p.860-861
issn 0002-7863
1520-5126
language eng
recordid cdi_proquest_miscellaneous_72979815
source American Chemical Society Journals
subjects Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
title Competition between C−C and C−H Insertion in Prototype Transition Metal−Hydrocarbon Reactions
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-30T13%3A52%3A48IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Competition%20between%20C%E2%88%92C%20and%20C%E2%88%92H%20Insertion%20in%20Prototype%20Transition%20Metal%E2%88%92Hydrocarbon%20Reactions&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=Hinrichs,%20Ryan%20Z&rft.date=2003-01-29&rft.volume=125&rft.issue=4&rft.spage=860&rft.epage=861&rft.pages=860-861&rft.issn=0002-7863&rft.eissn=1520-5126&rft.coden=JACSAT&rft_id=info:doi/10.1021/ja0278842&rft_dat=%3Cproquest_cross%3E72979815%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=72979815&rft_id=info:pmid/12537471&rfr_iscdi=true