Catalytic application of zwitterionic palladium complexes in Mizoroki-Heck reactions using ionic liquid as solvent

Yi Ping Wang, Hon Man Lee

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

New ligand precursors with different pendent alky chain length were obtained in a single step by reacting appropriate 1-alkyl-2-methyl-1H-imidazoles with chloroacetone in THF at 80°C overnight. Zwitterionic palladium complexes were prepared by reacting PdCl2 with these new imidazole derivatives in DMF with the presence of pyridine and Cs2CO3 as base at room temperature for 5 h. These new compounds were characterized by 1H and 13C{1H} NMR spectroscopy, elemental analysis, and electrospray ionization mass spectrometry. They were effectively applied as recyclable catalysts for mediating Mizoroki-Heck reactions in ionic liquids. Transmission emission microscopy revealed that palladium nanoparticles were formed during the catalytic process.

Original languageEnglish
Pages (from-to)90-98
Number of pages9
JournalJournal of Organometallic Chemistry
Volume791
DOIs
Publication statusPublished - 2015 Jun 4

Fingerprint

ionic reactions
Ionic Liquids
Palladium
imidazoles
Ionic liquids
palladium
Imidazoles
Electrospray ionization
Electrospray Ionization Mass Spectrometry
liquids
Chain length
Pyridine
Nanoparticles
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Microscopy
pyridines
Microscopic examination
Magnetic Resonance Spectroscopy
mass spectroscopy

All Science Journal Classification (ASJC) codes

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

Cite this

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AB - New ligand precursors with different pendent alky chain length were obtained in a single step by reacting appropriate 1-alkyl-2-methyl-1H-imidazoles with chloroacetone in THF at 80°C overnight. Zwitterionic palladium complexes were prepared by reacting PdCl2 with these new imidazole derivatives in DMF with the presence of pyridine and Cs2CO3 as base at room temperature for 5 h. These new compounds were characterized by 1H and 13C{1H} NMR spectroscopy, elemental analysis, and electrospray ionization mass spectrometry. They were effectively applied as recyclable catalysts for mediating Mizoroki-Heck reactions in ionic liquids. Transmission emission microscopy revealed that palladium nanoparticles were formed during the catalytic process.

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