Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC
Name
c8ra04434a.pdf
Description
Published version
Size
583.55 KB
Format
Adobe PDF
Checksum (MD5)
067669562497fbc48f5212d4b78a9e24
Author(s)
Swager, Timothy M
Date Issued
June 2018
Journal
RSC advances
Publisher
Royal Society of Chemistry (RSC)
Citation
Ikai, Tomoyuki et al. “Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC.” RSC advances 8 (2018): 20483-20487 © 2018 The Author(s)
Version
Final published version
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution Noncommercial 3.0 unported license
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1039/C8RA04434A
