Get access
Advertisement

Nickel(0) Complexes with Fluorinated Alkyne Ligands and their Reactivity towards Semihydrogenation and Hydrodefluorination with Water

Authors

  • Dr. Rigoberto Barrios-Francisco,

    1. Facultad de Química, Universidad Nacional Autónoma de México, México D. F. 04510 (México), Fax: (+52) 55-56162010
    Search for more papers by this author
  • Tania Benítez-Páez,

    1. Facultad de Química, Universidad Nacional Autónoma de México, México D. F. 04510 (México), Fax: (+52) 55-56162010
    Search for more papers by this author
  • Dr. Marcos Flores-Alamo,

    1. Facultad de Química, Universidad Nacional Autónoma de México, México D. F. 04510 (México), Fax: (+52) 55-56162010
    Search for more papers by this author
  • Dr. Alma Arévalo,

    1. Facultad de Química, Universidad Nacional Autónoma de México, México D. F. 04510 (México), Fax: (+52) 55-56162010
    Search for more papers by this author
  • Prof. Dr. Juventino J. García

    Corresponding author
    1. Facultad de Química, Universidad Nacional Autónoma de México, México D. F. 04510 (México), Fax: (+52) 55-56162010
    • Facultad de Química, Universidad Nacional Autónoma de México, México D. F. 04510 (México), Fax: (+52) 55-56162010

    Search for more papers by this author

Abstract

The current work describes the synthesis and full characterization of zerovalent nickel complexes of the type [(dippe)Ni(η2-C,C-Fn-alkyne)] (dippe=1,2-bis(di-isopropylphosphino-ethane), Fn-alkyne=fluorinated aromatic alkyne, n=1, 3, 5; ) and [{(dippe)Ni}22-C,C-Fn-alkyne)] (). Reactions with complexes , and water as the hydrogen source, yield selective semihydrogenation of the bound alkyne to the corresponding alkene, accompanied by partial hydrodefluorination of the aromatic ring. Different alkynes were tested; on using the alkyne with five fluorine atoms over the aromatic ring, partial defluorination was achieved under the mildest reaction conditions, followed in reactivity by the alkyne with three fluorine atoms. The alkyne with only one fluorine atom was barely defluorinated. The use of triethylsilane as a sacrificial hydride source resulted in an overall increase in reactivity towards defluorination.

Get access to the full text of this article

Ancillary