Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC
Author(s)Swager, Timothy M
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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.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
Royal Society of Chemistry (RSC)
Ikai, Tomoyuki et al. “Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC.” RSC advances 8 (2018): 20483-20487 © 2018 The Author(s)
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