Articles producció científicaQuímica Analítica i Química Orgànica

Ligandless Pentafluoroethylation of Unactivated (Hetero)aryl and Alkenyl Halides Enabled by the Controlled Self-Condensation of TMSCF3-Derived CuCF3

  • Identification data

    Identifier:  imarina:6012542
    Handle: https://hdl.handle.net/20.500.11797/imarina6012542
    Authors:  Mestre, Jordi; Castillon, Sergio; Boutureira, Omar
    Abstract:
    Pentafluoroethylation of unactivated C(sp(2))-X bonds (X = I, Br) using a storable, ligandless CuC2F5 reagent prepared by controlled self-condensation of ready available TMSCF3-derived CuCF3 has been developed. A thorough analysis by F-19 NMR and ESI-MS revealed the nature of this reagent in solution. The operational simplicity and robustness of this system enables the efficient, late-stage incorporation of C2F5 units into a variety of (hetero)aryl and complex alkenyl halides such as glycals, nucleosides, and nucleobases.

  • Others:

    Link to the original source: https://pubs.acs.org/doi/10.1021/acs.joc.9b02001
    APA: Mestre, Jordi; Castillon, Sergio; Boutureira, Omar (2019). Ligandless Pentafluoroethylation of Unactivated (Hetero)aryl and Alkenyl Halides Enabled by the Controlled Self-Condensation of TMSCF3-Derived CuCF3. Journal Of Organic Chemistry, 84(23), 15087-15097. DOI: 10.1021/acs.joc.9b02001
    Paper original source: Journal Of Organic Chemistry. 84 (23): 15087-15097
    Article's DOI: 10.1021/acs.joc.9b02001
    Journal publication year: 2019
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/acceptedVersion
    Record's date: 2024-11-30
    URV's Author/s: Boutureira Martín, Omar / Castillón Miranda, Sergio / Mestre Ventura, Jordi
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    ISSN: 00223263
    Author, as appears in the article.: Mestre, Jordi; Castillon, Sergio; Boutureira, Omar
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Thematic Areas: Química, Organic chemistry, Odontología, Medicina ii, Medicina i, Materiais, Interdisciplinar, General medicine, Farmacia, Ensino, Engenharias iv, Engenharias ii, Engenharias i, Ciências biológicas iii, Ciências biológicas ii, Ciências biológicas i, Ciências agrárias i, Ciência de alimentos, Chemistry, organic, Biotecnología, Astronomia / física
    Author's mail: omar.boutureira@urv.cat, sergio.castillon@urv.cat

  • Keywords:

    Trifluoromethylation
    Reagent
    Perfluoroalkylation
    Organic fluorine-compounds
    Fluoroalkylation reactions
    Copper
    Complexes
    Arylboronic acids
    Aryl iodides
    Aqueous-media
    Chemistry
    Organic
    Organic Chemistry
    Química
    Odontología
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    Farmacia
    Ensino
    Engenharias iv
    Engenharias ii
    Engenharias i
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Ciência de alimentos
    Biotecnología
    Astronomia / física

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