Enantiodifferentiation of chiral diols and diphenols via recognition-enabled chromatographic ¹⁹F NMR.

ABSTRACT: A novel and efficient method for distinguishing between chiral diols and diphenols has been established through the use of ¹⁹F NMR spectroscopy. Central to this system's efficacy is a chiral amine, strategically modified with a CF₃ group. This amine reacts in-situ with 2-formylphenylboronic acid to create a chiral ¹⁹F-labeled probe. This probe demonstrates discriminatory capabilities by interacting with hydroxy-containing analytes to form boronic esters. These esters produce distinct ¹⁹F NMR signals that vary according to their stereoconfiguration, facilitating accurate chiral differentiation. The method's resolution capacity was demonstrated by successfully identifying 12 distinct chiral analytes (six pairs of enantiomers) in complex mixt

SUBMITTER: Zeng Y 

PROVIDER: S-EPMC12406520 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature