Articles producció científica> Química Física i Inorgànica

Chiral ferrocene-based P,S ligands for Ir-catalyzed hydrogenation of minimally functionalized olefins. Scope and limitations

  • Datos identificativos

    Identificador: PC:2569
    Handle: http://hdl.handle.net/20.500.11797/PC2569
  • Autores:

    Maria Biosca
    Mercè Coll
    Florian Lagarde
    Emma Brémond
    Lucie Routaboul
    Eric Manoury
    Oscar Pàmies
    Rinaldo Poli
    Montserrat Diéguez
  • Otros:

    Autor según el artículo: Maria Biosca; Mercè Coll; Florian Lagarde; Emma Brémond; Lucie Routaboul; Eric Manoury; Oscar Pàmies; Rinaldo Poli; Montserrat Diéguez
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: BIOSCA BRULL, MARIA; COLL SERRAHIMA, MARIA MERCÈ; Florian Lagarde; Emma Brémond; Lucie Routaboul; Eric Manoury; PAMIES OLLÉ, OSCAR; Rinaldo Poli; DIÉGUEZ FERNÁNDEZ, MONTSERRAT
    Palabras clave: iridium hydrogenation P-S ligands
    Resumen: A family of 12 modular ferrocenyl planar chiral phosphine-thioethers (P,S) has been studied in the asymmetric hydrogenation ofminimally functionalized alkenes. These ligands differ by the substituent on sulfur or by the linker between the ferrocene moiety and the sulfur atom (no linker, methylene or methyl substituted methylene linker bearing an additional element of chirality). The cationic iridium(cod) complexes of the different P,S ligands have been efficiently synthesized. For the majority of the ligands, coordination yielded only a single diastereoisomer with full control of the absolute configuration on sulfur. The different iridium complexes have been used in the hydrogenation of various di, tri, and tetrasubstituted minimally functionalized olefins. Conversions and enantioselectivities are highly dependent on the ligand and substrate structure. Full conversions and low-to-excellent enantioselectivities could be obtained (maximum ee from 14 to 94% for 1,1-disubsituted alkenes, from 17 to 99% for trisubstituted olefins, and 34% for the tetrasubstituted alkene)
    Grupo de investigación: Organometàl.lics i Catàlisi Homogènia
    Áreas temáticas: Química Química Chemistry
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 0040-4020
    Identificador del autor: n/a; n/a; n/a; n/a; n/a; n/a; 0000-0002-2352-8508; 0000-0002-5220-2515; 0000-0002-8450-0656
    Fecha de alta del registro: 2017-02-22
    Página final: 2631
    Volumen de revista: 72
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    Enlace a la fuente original: https://www.sciencedirect.com/science/article/abs/pii/S0040402015001027?via%3Dihub
    DOI del artículo: 10.1016/j.tet.2015.01.047
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2015
    Página inicial: 2623
    Tipo de publicación: Post-print
  • Palabras clave:

    Ir-Hydrogenation
    Catalitzadors metàl·lics
    Catàlisi asimètrica
    Iridi
    iridium
    hydrogenation
    P-S ligands
    Química
    Química
    Chemistry
    0040-4020
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