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

  • Identification data

    Identifier: imarina:9329033
  • Authors:

    García-Padilla, E
    Maseras, F
    Echavarren, AM
    Acs Organic And Inorganic Au
    10.1021/acsorginorgau.3c00028
    Acs Organic And Inorganic Au. 3 (5): 312-320
  • Others:

    Author, as appears in the article.: García-Padilla, E; Maseras, F; Echavarren, AM
    Department: Química Analítica i Química Orgànica
    URV's Author/s: ECHAVARREN PABLOS, ANTONIO / García Padilla, Eduardo
    Keywords: 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
    Abstract: 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.
    Thematic Areas: Physical and theoretical chemistry Organic chemistry Inorganic chemistry
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: antoniomaria.echavarren@urv.cat eduardo.garcia@estudiants.urv.cat
    Author identifier: 0000-0002-6418-7930 0000-0001-9715-7992
    Record's date: 2024-07-20
    Papper version: info:eu-repo/semantics/publishedVersion
    Link to the original source: https://pubs.acs.org/doi/10.1021/acsorginorgau.3c00028
    Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Acs Organic And Inorganic Au. 3 (5): 312-320
    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
    Article's DOI: 10.1021/acsorginorgau.3c00028
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2023
    Publication Type: Journal Publications
  • Keywords:

    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
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