An Example of Exception to the Successful Use of Reciprocity of Chiral Recognition in Designing Pirkle-type Chiral Stationary Phases

摘要

Liquid chromatographic separation of enantiomers on HPLC chiral stationary phases(CSPs)has been known as one of the most accurate and convenient means in determining the enantiomeric composition of chiral compounds.As results of significant efforts devoted to the development of effective CSPs,various CSPs are now available.Pirkle-type CSPs have been known to separate the two enantiomers of racemic compounds through a minimum of three simultaneous interactions between the CSP and the analyte with at least one interaction being enantioselective.2 Interaction between the CSP and the analyte can be either attractive or repulsive.Especially pi-pi donor-acceptor interaction is essential for the chiral recognition on Pirkle-type CSPs.