1020070-86-3Relevant 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
scheme or table, 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.
Synthesis of optically active 1-(1-phenylethyl)-1H-imidazoles derived from 1-phenylethylamine
Mloston, Grzegorz,Mucha, Paulina,Urbaniak, Katarzyna,Broda, Karolina,Heimgartner, Heinz
experimental part, p. 232 - 238 (2009/02/07)
The three-component reaction of (R)- or (S)-1-phenylethylamine (6), formaldehyde, and an α-(hydroxyimino) ketone 5, i.e., 3-(hydroxyimino) butan-2-one (5a) or 2-(hydroxyimino)-1,2-diphenylethanone (5b), yields the corresponding enantiomerically pure 1-(1-
