Articles producció científica> Química Física i Inorgànica

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

  • Identification data

    Identifier: PC:2569
    Authors:
    Maria BioscaMercè CollFlorian LagardeEmma BrémondLucie RoutaboulEric ManouryOscar PàmiesRinaldo PoliMontserrat Diéguez
    Abstract:
    DOI: 10.1016/j.tet.2015.01.047 URL: http://www.sciencedirect.com/science/article/pii/S0040402015001027 Filiació URV: SI Inclòs a la memòria: SI
  • Others:

    Author, as appears in the article.: Maria Biosca; Mercè Coll; Florian Lagarde; Emma Brémond; Lucie Routaboul; Eric Manoury; Oscar Pàmies; Rinaldo Poli; Montserrat Diéguez
    Department: Química Física i Inorgànica
    URV's Author/s: BIOSCA BRULL, MARIA; COLL SERRAHIMA, MARIA MERCÈ; Florian Lagarde; Emma Brémond; Lucie Routaboul; Eric Manoury; PAMIES OLLÉ, OSCAR; Rinaldo Poli; DIÉGUEZ FERNÁNDEZ, MONTSERRAT
    Keywords: iridium hydrogenation P-S ligands
    Abstract: 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)
    Research group: Organometàl.lics i Catàlisi Homogènia
    Thematic Areas: Química Química Chemistry
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 0040-4020
    Author identifier: n/a; n/a; n/a; n/a; n/a; n/a; 0000-0002-2352-8508; 0000-0002-5220-2515; 0000-0002-8450-0656
    Record's date: 2017-02-22
    Last page: 2631
    Journal volume: 72
    Papper version: info:eu-repo/semantics/publishedVersion
    Link to the original source: https://www.sciencedirect.com/science/article/abs/pii/S0040402015001027?via%3Dihub
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Article's DOI: 10.1016/j.tet.2015.01.047
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2015
    First page: 2623
    Publication Type: Post-print
  • Keywords:

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