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Assembly of Complex 1,4-Cycloheptadienes by (4+3) Cycloaddition of Rhodium(II) and Gold(I) Non-Acceptor Carbenes

  • Identification data

    Identifier:  imarina:9093095
    Handle: https://hdl.handle.net/20.500.11797/imarina9093095
    Authors:  Armengol-Relats, H; Mato, M; Echavarren, AM
    Abstract:
    The formal (4+3) cycloaddition of 1,3-dienes with Rh(II) and Au(I) non-acceptor vinyl carbenes, generated from vinylcycloheptatrienes or alkoxyenynes, respectively, leads to 1,4-cycloheptadienes featuring complex and diverse substitution patterns, including natural dyctiopterene C ' and a hydroxylated derivative of carota-1,4-diene. A complete mechanistic picture is presented, in which Au(I) and Rh(II) non-acceptor vinyl carbenes were shown to undergo a vinylcyclopropanation/Cope rearrangement or a direct (4+3) cycloaddition that takes place in a non-concerted manner.

  • Others:

    Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/anie.202012092
    APA: Armengol-Relats, H; Mato, M; Echavarren, AM (2021). Assembly of Complex 1,4-Cycloheptadienes by (4+3) Cycloaddition of Rhodium(II) and Gold(I) Non-Acceptor Carbenes. Angewandte Chemie (International Ed. Print), 60(4), 1916-1922. DOI: 10.1002/anie.202012092
    Paper original source: Angewandte Chemie (International Ed. Print). 60 (4): 1916-1922
    Article's DOI: 10.1002/anie.202012092
    Journal publication year: 2021-01-25
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2026-05-09
    URV's Author/s: Armengol Relats, Helena / ECHAVARREN PABLOS, ANTONIO / Mato Gómez, Mauro
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    ISSN: 0044-8249
    Author, as appears in the article.: Armengol-Relats, H; Mato, M; Echavarren, AM
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    e-ISSN: 1521-3757
    Thematic Areas: General medicine, General chemistry, Chemistry, multidisciplinary, Chemistry (miscellaneous), Chemistry (all), Chemistry, Catalysis, Astronomia / física
    Author's mail: antoniomaria.echavarren@urv.cat, antoniomaria.echavarren@urv.cat, helena.armengol@estudiants.urv.cat

  • Keywords:

    Retro-buchner reaction
    Metal carbenes
    Hydrocarbons
    H functionalization
    Enyne cycloisomerizations
    Dienediynes
    Decarbenation reactions
    Cyclopropanes
    Cyclopropanation/cope rearrangement
    Cycloheptadienes
    Cycloadditions
    Cyclization
    Construction
    Catalyzed cycloisomerization
    Access
    Catalysis
    Chemistry
    Chemistry (Miscellaneous)
    Multidisciplinary
    General medicine
    General chemistry
    Chemistry (all)
    Astronomia / física

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