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Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis

  • Datos identificativos

    Identificador: imarina:9326663
    Handle: https://hdl.handle.net/20.500.11797/imarina9326663
    Autores:
    Martí, AOgalla, GEchavarren, AM
    Resumen:
    The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) for a broad scope of substrates. DFT studies demonstrate the importance of the H-bond donor group in anchoring the matched chiral cation- and anion-favoring additional noncovalent interactions.

  • Otros:

    Autor según el artículo: Martí, A; Ogalla, G; Echavarren, AM
    Departamento: Química Analítica i Química Orgànica
    Autor/es de la URV: ECHAVARREN PABLOS, ANTONIO / Martí Zaragoza, Àlex / Ogalla Estévez, Gala
    Palabras clave: Urea Phosphoramide N-heterocyclic carbene Match−mismatch Hydrogen bond interaction Gold(i) catalysis Chiral counterion water urea platinum phosphoramide match-mismatch hydroalkoxylation gold(i) catalysis enynes cyclization complexes chiral counterion 1,6-enynes
    Resumen: The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) for a broad scope of substrates. DFT studies demonstrate the importance of the H-bond donor group in anchoring the matched chiral cation- and anion-favoring additional noncovalent interactions.
    Áreas temáticas: Química Materiais Interdisciplinar General chemistry Engenharias ii Ciências agrárias i Chemistry, physical Chemistry (miscellaneous) Chemistry (all) Catalysis Astronomia / física
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    Direcció de correo del autor: antoniomaria.echavarren@urv.cat alex.marti@estudiants.urv.cat gala.ogalla@estudiants.urv.cat
    Identificador del autor: 0000-0002-6418-7930
    Fecha de alta del registro: 2024-08-03
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    Enlace a la fuente original: https://pubs.acs.org/doi/10.1021/acscatal.3c02638
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Acs Catalysis. 10217-10223
    Referencia de l'ítem segons les normes APA: Martí, A; Ogalla, G; Echavarren, AM (2023). Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis. Acs Catalysis, (), 10217-10223. DOI: 10.1021/acscatal.3c02638
    DOI del artículo: 10.1021/acscatal.3c02638
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2023
    Tipo de publicación: Journal Publications

  • Palabras clave:

    Catalysis,Chemistry (Miscellaneous),Chemistry, Physical
    Urea
    Phosphoramide
    N-heterocyclic carbene
    Match−mismatch
    Hydrogen bond interaction
    Gold(i) catalysis
    Chiral counterion
    water
    urea
    platinum
    phosphoramide
    match-mismatch
    hydroalkoxylation
    gold(i) catalysis
    enynes
    cyclization
    complexes
    chiral counterion
    1,6-enynes
    Química
    Materiais
    Interdisciplinar
    General chemistry
    Engenharias ii
    Ciências agrárias i
    Chemistry, physical
    Chemistry (miscellaneous)
    Chemistry (all)
    Catalysis
    Astronomia / física

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