Abstract
The enantioseparation by immobilized polysaccharide-based chiral stationary phases has pronounced advantages due to its enhanced efficiency and universal solvent resistance. The newly synthesized γ-substituted butenolide derivatives, which showed good inhibitory activity against wide range of fungi, were successfully resolved on cellulose tris(3,5-dichlorophenylcarbamate) chiral stationary phase (Chiralpak IC) by high performance liquid chromatography (HPLC). The effects of mobile phase composition and column temperature were studied. The good resolution was achieved using a mobile phase composition of hexane and ethanol. Under optimal conditions, the resolutions of enantiomers of five compounds were 1.96, 1.66, 1.93, 1.72, and 2.03, respectively. For the butenolides derivatives, π–π interaction contributes to the retention rather than selectivity, resolution was dramatically changed corresponding to variation of ethanol content in the mobile phase. This suggests that the dominant chiral recognition is from hydrogen bonding interactions. With regard to the structure of the analytes, bulky R1 substituents and electron deficiency R2 substituents appear to favor stereoselective interaction.
Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
