Articles producció científicaQuímica Analítica i Química Orgànica

Direct Observation of Aryl Gold(I) Carbenes that Undergo Cyclopropanation, C-H Insertion, and Dimerization Reactions

  • Identification data

    Identifier:  imarina:5873709
    Handle: https://hdl.handle.net/20.500.11797/imarina5873709
    Authors:  García-Morales, C; Pei, XL; Toro, JMS; Echavarren, AM
    Abstract:
    Mesityl gold(I) carbenes lacking heteroatom stabilization or shielding ancillary ligands have been generated and spectroscopically characterized from chloro(mesityl)methylgold(I) carbenoids bearing JohnPhos-type ligands by chloride abstraction with GaCl3 . The aryl carbenes react with PPh3 and alkenes to give stable phosphonium ylides and cyclopropanes, respectively. Oxidation with pyridine N-oxide and intermolecular C-H insertion to cyclohexane have also been observed. In the absence of nucleophiles, a bimolecular reaction, similar to that observed for other metal carbenes, leads to a symmetrical alkene.© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

  • Others:

    Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201814577
    APA: García-Morales, C; Pei, XL; Toro, JMS; Echavarren, AM (2019). Direct Observation of Aryl Gold(I) Carbenes that Undergo Cyclopropanation, C-H Insertion, and Dimerization Reactions. Angewandte Chemie (International Ed. Print), 58(12), 3957-3961. DOI: 10.1002/anie.201814577
    Paper original source: Angewandte Chemie (International Ed. Print). 58 (12): 3957-3961
    Article's DOI: 10.1002/anie.201814577
    Journal publication year: 2019-03-18
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2026-05-09
    URV's Author/s: ECHAVARREN PABLOS, ANTONIO
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    ISSN: 14337851
    Author, as appears in the article.: García-Morales, C; Pei, XL; Toro, JMS; Echavarren, AM
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    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

  • Keywords:

    Structure elucidation
    Retro-buchner reaction
    Reactivity
    Mechanism
    Gold
    Generation
    Density-functional calculations
    Decomposition
    Complexes
    Cis
    Catalysis
    Carbenoids
    Carbenes
    Access
    Chemistry
    Chemistry (Miscellaneous)
    Multidisciplinary
    General medicine
    General chemistry
    Chemistry (all)
    Astronomia / física

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