Substituted (pyridinyl)benzoazole palladium complexes: Synthesis and application as Heck coupling catalysts

Stephen O. Ojwach, Gunnar Westman, James Darkwa

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)


The synthesis of 2-(4-tert-butylpyridin-2-yl)-benzooxazole (L3), 2-(4-tert-butyl-pyridin-2-yl)-benzothiazole (L4) and 6-tert-Butyl-2-(4-tert-butyl-pyridin-2-yl)-benzothiazole (L5) by intramolecular cyclization under basic conditions is described. Reactions of 2-pyridin-2-yl-1H-benzoimidazole (L1), 2-pyridin-2-yl-benzothiazole (L2) and L3-L5 with either [Pd(NCMe)2Cl2] or [Pd(COD)MeCl] afforded the corresponding mononuclear palladium complexes [Pd(L1)MeCl] (1), [Pd(L2)MeCl] (2), [Pd(L3)Cl2] (3), [Pd(L3)MeCl] (4), [Pd(L4)Cl2] (5), [Pd(L4)MeCl] (6) and [Pd(L4)MeCl] (7) as confirmed by mass spectrometry and elemental analyses. The palladium complexes are efficient Heck coupling catalysts for the reaction of iodobenzene with butylacrylate under mild conditions. Benzothiazole and benzooxazole containing complexes show faster induction periods compared to the benzoimidazole analogues.

Original languageEnglish
Pages (from-to)5544-5552
Number of pages9
Issue number18
Publication statusPublished - 20 Nov 2007


  • Benzoazoles ligands
  • Catalysts
  • Heck coupling reactions
  • Palladium complexes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry


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