Synthesis, structural characterization, computational study, and catalytic activity of metal complexes based on tetradentate pyridine/N-heterocyclic carbene ligand

Pei Ling Chiu, Chun Liang Lai, Chiung Fang Chang, Ching Han Hu, Hon Man Lee

Research output: Contribution to journalArticle

128 Citations (Scopus)


The ligand precursor [LH2]2+·2Br- (1) for the bis(NHC) ligand with N-picolyl moieties is synthesized in 83% yield. Complexation of 1 with palladium and nickel acetates produced [PdL] 2+·2Br- (2) and [NiL]2+·2Br - (3), respectively, in quantitative yields. Metathesis reactions of 2 and 3 with AgPF6 give the corresponding bromide-free complexes [PdL]2+·2PF6- (4) and [NiL] 2+·2PF6- (5). Complexes 2-4 were characterized by X-ray structural determinations, which reveal a highly twisted helical coordination of L around the metal ions. In solution, however, the tetradentate chelate ring undergoes a rapid fluxional process of ring twisting. A theoretical study confirms that the tetradentate coordination of L in 2 and 3 is energetically more favorable than the bidentate chelation mode with dangling picolyl groups. A preliminary application of [NiL]2+·2Br - in Suzuki coupling of aryl halides with phenylboronic acid shows effective activity.

Original languageEnglish
Pages (from-to)6169-6178
Number of pages10
Issue number25
Publication statusPublished - 2005 Dec 5


All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this