1209008-86-5Relevant academic research and scientific papers
Preparation and structure of optically active imidazolium tetrafluoroborates : In search of new chiral ionic liquids
Mloston,Mucha,Tarka,Urbaniak,Linden,Heimgartner
experimental part, p. 1105 - 1114 (2010/03/01)
Enantiomerically pure (R)-l-(l-phenylethyl)imidazoles 4a,b can be prepared conveniently from α-(hydroxyimino)ketones 1, (R)-l-phenylethylamine and formaldehyde, followed by deoxygenation with Raney-Ni. Similarly, the reaction with (R,R)-trans-cyc-lohexane-l,2-diamine yields enantiomerically pure (R, R)-trans-1,1'-cyclohex-ane-l,2-diyl)imidazoles 4c,d. Alkylation of these imidazole derivatives with alkylbromides leads to the corresponding 3-alkylimidazolium bromides 6 and 8, respectively, which on treatment with sodium tetrafluoroborate are transformed into the corresponding tetrafluoroborates 7 and 9. Whereas some of the imidazolium salts 7 show properties of chiral ionic liquids, the bis-imidazolium tetrafluoroborates 9 are high-melting crystalline materials.
