Articles producció científica> Química Física i Inorgànica

Unsymmetrical 1,1-diborated multisubstituted sp3-carbons formed via a metal-free concerted-asynchronous mechanism

  • Identification data

    Identifier: PC:2644
    Authors:
    Carbó, J.J.Cuenca, A.B.Cid, J.García-López, D.Fernández, E.
    Abstract:
    author can archive pre-print (ie pre-refereeing). 12 meses de embargo DOI: 10.1039/c5ob01523e URL: http://pubs.rsc.org/en/content/articlelanding/2015/ob/c5ob01523e#!divAbstract Filiació URV: SI
  • Others:

    Author, as appears in the article.: Carbó, J.J. ; Cuenca, A.B.; Cid, J.; García-López, D.; Fernández, E.
    Department: Química Física i Inorgànica
    URV's Author/s: CARBÓ MARTIN, JORGE JUAN; Cuenca, A.B.; Cid, J.; García-López, D.; FERNÁNDEZ GUTIÉRREZ, MARIA ELENA
    Keywords: Diboron reagents
    Abstract: We have experimentally proved the unsymmetrical 1,1-diboration of diazo compounds, formed in situ from aldehydes and cyclic and non-cyclic ketones, in the absence of any transition metal complex. The heterolytic cleavage of the mixed diboron reagent, Bpin-Bdan, and the formation of two geminal C-Bpin and C-Bdan bonds has been rationalised based on DFT calculations to occur via a concerted-asynchronous mechanism. Diastereoselection is attained on substituted cyclohexanones and DFT studies provide understanding on the origin of the selectivity. The alkoxide-assisted selective deborylation of Bpin from the multisubstituted sp3-carbon and generation of a Bdan stabilized carbanion, easily conducts a selective protodeboronation sequence
    Research group: Química Quàntica Organometàl.lics i Catàlisi Homogènia
    Thematic Areas: Chemistry Química Química
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 1477-0520
    Author identifier: 0000-0002-3945-6721; 0000-0002-6842-1261; n/a; n/a; 0000-0001-9025-1791
    Record's date: 2017-03-17
    Last page: 9664
    Journal volume: 13
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2015/OB/C5OB01523E#!divAbstract
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Article's DOI: 10.1039/c5ob01523e
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2015
    First page: 9659
    Publication Type: Article Artículo Article
  • Keywords:

    Catàlisi homogènia
    Diboron reagents
    Chemistry
    Química
    Química
    1477-0520
  • Documents:

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