Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides

Hon Man Lee, Pei Ling Chiu, Ching Han Hu, Chun Liang Lai, Yi Chun Chou

Research output: Contribution to journalArticlepeer-review

75 Scopus citations

Abstract

A series of imidzoalium salt, L • HCl, for the potentially bidentate pyrazole/N-heterocyclic carbene was synthesized. Reactions of a 2:1 mixture between L • HCl bearing bulky N-substitution and Ag 2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL 2(AgCl) 0.5Cl was produced from L • HCl bearing N-methyl group under identical condition. Reactions of L • HCl with PdCl 2 produced zwitterionic Pd IICl 3L • H. Selected structural determinations on L • HCl, Ag(L)Cl, AgL 2(AgCl) 0.5Cl, and Pd IICl 3L • H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, Pd IICl 3L • H, in Heck coupling reaction of aryl bromide with n-butyl acrylate shows effective activity.

Original languageEnglish (US)
Pages (from-to)403-414
Number of pages12
JournalJournal of Organometallic Chemistry
Volume690
Issue number2
DOIs
StatePublished - Jan 17 2005

Keywords

  • Gauche preference
  • Heck reaction
  • Imidazolium chlorides
  • Palladium complex
  • Pyrazole
  • X-ray determination

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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