Abstract
Abstract 3,5-Dimethylphenylcarbamate derivatives of α-/β-glucose and α-/β-galactose-carrying helical poly(phenyl isocyanide)s were used as chiral stationary phases (CSPs) for HPLC to estimate their chiral recognition abilities. CD spectroscopy suggested that the helix sense in these rigid helical polymers may be regulated by the chirality of the α- or β-anomeric center of the sugar moieties. Some 10 different types of racemates with functional groups were completely or partially resolved depending on the stereostructure of the pendant sugars. The enhanced chiral recognition ability is attributable to the three-dimensionally regulated sugar arrays along the helical backbone; that is, the CSP of the α-glucose-carrying helical poly(phenyl isocyanide) exhibited more effective enantioseparation than that of the corresponding flexible poly(N-phenylacrylamide). The CSPs of the galactose-carrying poly(phenyl isocyanide)s showed the resolving ability for broader racemates than those of the glucose-type poly(phenyl isocyanide)s. Especially, the CSP of the α-galactose-carrying poly(phenyl isocyanide) separated the largest number of racemates.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.