CS cross-coupling catalyzed by a series of easily accessible, well defined Ni(II) complexes of the type [(NHC)Ni(Cp)(Br)]

[Display omitted] •Complexes [(NHC)Ni(Cp)(Br)] are synthesized in good yields in a facile manner.•Complexes [(NHC)Ni(Cp)(Br)] are efficient catalysts for the CS couplings of thiols and iodobenzene.•Complexes [(NHC)Ni(Cp)(Br)] catalyse CS couplings without the production of homocoupling products. The...

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Published inJournal of catalysis Vol. 383; pp. 193 - 198
Main Authors Rodríguez-Cruz, Mario A., Hernández-Ortega, Simón, Valdés, Hugo, Rufino-Felipe, Ernesto, Morales-Morales, David
Format Journal Article
LanguageEnglish
Published Elsevier Inc 01.03.2020
Subjects
C[sbnd]S cross-coupling
Catalysis
NHC complexes
Nickel complexes
Thioetherification reaction
Thiolation reaction
Nickel complexes
CS cross-coupling
Thiolation reaction
Thioetherification reaction
NHC complexes
Catalysis
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Summary:[Display omitted] •Complexes [(NHC)Ni(Cp)(Br)] are synthesized in good yields in a facile manner.•Complexes [(NHC)Ni(Cp)(Br)] are efficient catalysts for the CS couplings of thiols and iodobenzene.•Complexes [(NHC)Ni(Cp)(Br)] catalyse CS couplings without the production of homocoupling products. The synthesis, characterization and catalytic evaluation of a series of NHC-Ni(II) complexes 1-Ni (-Me), 2-Ni (-nBu) and 3-Ni (-Bn) bearing a phthalimide fragment and a cyclopentadienyl (Cp) ligand is reported. The complexes were evaluated in CS couplings of iodobenzene and a range of thiols. The reactions were carried out using a catalyst loading of 5 mol % in DMF during 0.5–19 h. Being complex 2-Ni the one exhibiting the best activity for these transformations yielding up to 96% of products in 0.5 h.
ISSN:0021-9517
1090-2694
DOI:10.1016/j.jcat.2020.01.016