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

  • Dades identificatives

    Identificador: imarina:9329033
    Autors:
    García-Padilla, EMaseras, FEchavarren, AM
    Resum:
    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.
  • Altres:

    Autor segons l'article: García-Padilla, E; Maseras, F; Echavarren, AM
    Departament: Química Analítica i Química Orgànica
    Autor/s de la URV: ECHAVARREN PABLOS, ANTONIO / García Padilla, Eduardo
    Paraules clau: 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
    Resum: 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.
    Àrees temàtiques: Physical and theoretical chemistry Organic chemistry Inorganic chemistry Chemistry, multidisciplinary
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    Adreça de correu electrònic de l'autor: antoniomaria.echavarren@urv.cat eduardo.garcia@estudiants.urv.cat
    Identificador de l'autor: 0000-0002-6418-7930 0000-0001-9715-7992
    Data d'alta del registre: 2024-08-03
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Enllaç font original: https://pubs.acs.org/doi/10.1021/acsorginorgau.3c00028
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Acs Organic And Inorganic Au. 3 (5): 312-320
    Referència 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 de l'article: 10.1021/acsorginorgau.3c00028
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2023
    Tipus de publicació: Journal Publications
  • Paraules clau:

    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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