Ser Kiang Quek, I. Lyapkalo, H. Huynh
Mar 27, 2006
Citations
0
Influential Citations
21
Citations
Journal
Tetrahedron
Abstract
Abstract A series of N , N ′-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides was synthesized in high yields by quaternization of imidazole derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1-sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably hydrophobic ionic liquids with melting points in the range 0–40 °C and solubilities in water and organic solvents (aromatic hydrocarbons, dialkyl ethers) in the range of 0.5–1.5 wt%. The ionic liquids can be easily purified from ionic byproducts (e.g., halogenide salts) by aqueous extraction followed by thorough drying in a high vacuum without loss of yield. Due to the above features, these new ionic fluids may be considered as promising recyclable media in repeated catalytic processes.