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Effect of the Orientation of Amide Linkage Groups on the Enantioselectivity of Two Related Synthetic Polymeric Chiral Stationary Phases
Authors:Xinxin Han  Jeffrey W Remsburg  Lingfeng He  Thomas E Beesly  Daniel W Armstrong
Institution:(1) Chemistry and Biochemistry Department, The University of Texas at Arlington, Arlington, TX 76019, USA;(2) Advanced Separation Technologies Inc, 37 Lesile Court, P. O. Box 297, Whippany, NJ 07981, USA
Abstract:Two new synthetic polymeric chiral stationary phases (CSPs) based on trans-(1S,2S)-cyclohexanedicarboxylic acid bis-4-vinylphenylamide (I) and trans-N,N′-(1R,2R)-cyclohexanediyl-bis-4-ethenylbenzamide (II) monomers were prepared and evaluated by normal phase high performance liquid chromatography (HPLC) and supercritical fluid chromatography (SFC). A variety of chiral compounds were separated on these two new CSPs. The different orientation of the amide groups in the two CSPs resulted in a striking difference in the enantioselectivity properties of these two CSPs. Their differences in enantioselectivity with HPLC and SFC were compared.
Keywords:Column liquid chromatography  Supercritical fluid chromatography  Polymeric chiral stationary phases  Enantioselectivity  Enantiomers
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