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Gold(I)-Catalyzed 1,6-Enyne Single-Cleavage Rearrangements: The Complete Picture

  • Datos identificativos

    Identificador: imarina:9329033
    Autores:
    García-Padilla, EMaseras, FEchavarren, AM
    Resumen:
    We identify the factors that rule the selectivity insingle-cleavageskeletal rearrangements promoted by gold(I) catalysts. We find thatstereoconvergence is enabled by a rotational equilibrium when electron-richsubstituents are used. The anomalous Z-selectiveskeletal rearrangement is found to be due to electronic factors, whereas endo-selectivity depends on both steric and electronic factors.
  • Otros:

    Autor según el artículo: García-Padilla, E; Maseras, F; Echavarren, AM
    Departamento: Química Analítica i Química Orgànica
    Autor/es de la URV: ECHAVARREN PABLOS, ANTONIO / García Padilla, Eduardo
    Palabras clave: Skeletal reorganization Rearrangements Platinum Metal carbenes Mechanisms Gold-catalyzed cycloisomerization Gold carbenes Enynes Dft mechanisticstudy Dft mechanistic study Cycloisomerization Cyclobutenes Cyclization Conversion Bronsted acid 1,5-enynes
    Resumen: We identify the factors that rule the selectivity insingle-cleavageskeletal rearrangements promoted by gold(I) catalysts. We find thatstereoconvergence is enabled by a rotational equilibrium when electron-richsubstituents are used. The anomalous Z-selectiveskeletal rearrangement is found to be due to electronic factors, whereas endo-selectivity depends on both steric and electronic factors.
    Áreas temáticas: Physical and theoretical chemistry Organic chemistry Inorganic chemistry Chemistry, multidisciplinary
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    Direcció de correo del autor: antoniomaria.echavarren@urv.cat eduardo.garcia@estudiants.urv.cat
    Identificador del autor: 0000-0002-6418-7930 0000-0001-9715-7992
    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/acsorginorgau.3c00028
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Acs Organic And Inorganic Au. 3 (5): 312-320
    Referencia de l'ítem segons les normes APA: García-Padilla, E; Maseras, F; Echavarren, AM (2023). Gold(I)-Catalyzed 1,6-Enyne Single-Cleavage Rearrangements: The Complete Picture. Acs Organic And Inorganic Au, 3(5), 312-320. DOI: 10.1021/acsorginorgau.3c00028
    DOI del artículo: 10.1021/acsorginorgau.3c00028
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2023
    Tipo de publicación: Journal Publications
  • Palabras clave:

    Chemistry, Multidisciplinary,Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry
    Skeletal reorganization
    Rearrangements
    Platinum
    Metal carbenes
    Mechanisms
    Gold-catalyzed cycloisomerization
    Gold carbenes
    Enynes
    Dft mechanisticstudy
    Dft mechanistic study
    Cycloisomerization
    Cyclobutenes
    Cyclization
    Conversion
    Bronsted acid
    1,5-enynes
    Physical and theoretical chemistry
    Organic chemistry
    Inorganic chemistry
    Chemistry, multidisciplinary
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