Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC.

ABSTRACT: A pair of optically active triptycene derivatives ((R,R)- and (S,S)-8) with a distorted cyclic structure were synthesized via an intramolecular etherification and evaluated as a novel chiral selector for high-performance liquid chromatography. The (R,R)- and (S,S)-8-based chiral stationary phases (CSPs) were found to be particularly effective in the resolution of axially chiral biaryl compounds. The importance of the distorted cyclic structure present in 8 for chiral recognition was demonstrated by comparisons with the corresponding non-cyclic model compound ((R,R)-9), which did not display enantioselectivity in the separation of the test racemates.

SUBMITTER: Ikai T 

PROVIDER: S-EPMC9080901 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature