In this project we synthesized a new chiral ionic liquid, ( S )- N, N- dibutyl nicotinium bromide, from ( S )- nicotine hydrogen tartrate salt under reflux conditions. Then activities on asymmetric induction of this chiral ionic liquid as “chiral induction catalyst” were evaluated by reduction of acetophenone derivatives with NaBH 4 in methanol at room temperature. Then we describe a facile method for enantioselective oxidation of prochiral sulfides to sulfoxides with alumina-supported potassium permanganate under solvent-free conditions in the present of this chiral ionic liquid. In order to investigate effectiveness of this chiral ionic liquid, all reactions also was performed with ( S )- nicotine hydrogen tartrate salt. Results show that ( S )- N, N- dibutyl nicotinium bromide chiral ionic liquid was more effective in chiral induction rather than ( S )- nicotine hydrogen tartrate salt and products have higher optical rotation and then better enantiomeric excesses.
