Journal of Molecular Catalysis A-Chemical, Vol.179, No.1-2, 73-77, 2002
Simultaneous production of chirally enriched epoxides and 1,2-diols from racemic epoxides via hydrolytic kinetic resolution (HKR)
Hydrolytic kinetic resolution (HKR) of racemic epichlorohydrin, styrene oxide and propene oxide was investigated using dimeric homochiral Co(III) Schiff base complex derived from mono-tartrate salt of (1R,2R)-(-)-cyclohexane diamine with 3,5-di-tert-butyl salicylaldehyde and 5,5-methylene-di-3-tert-butyl salicylaldehyde with an objective to get high efficiency and recycling capability of the catalyst. Excellent conversions to enantiomerically pure epoxide and diols along with high chiral induction were obtained in all the cases. With a loading <0.3 mol% of the catalyst, the system works well up to three cycles without any loss in activity and selectivity. (C) 2002 Elsevier Science B.V. All rights reserved.