4.3 Article

Triptycene derivatives as chiral probes for studying the molecular enantiorecognition on sub-2-mu m particle cellulose tris(3,5-dimethylphenylcarbamate) chiral stationary phase

Journal

CHIRALITY
Volume 33, Issue 12, Pages 883-890

Publisher

WILEY
DOI: 10.1002/chir.23358

Keywords

absolute configuration; cellulose-based CSP; chiralpak IB-U; hydrogen bonding; triptycene; ultrafast enantioselectivity

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The study analyzed two chiral triptycene derivatives on a Chiralpak IB-U column packed with sub-2-micron diameter particles, achieving sub-minute enantioseparations under normal-phase conditions. The evaluation of the compounds' structural elements and chromatographic behavior revealed that hydrogen bond formation is essential for enantiomer separation.
Two chiral triptycene derivatives were analyzed on the Chiralpak IB-U column packed with cellulose tris(3,5-dimethylphenylcarbamate)-based sub-2-mu m diameter particles. Under normal-phase conditions, sub-minute baseline enantioseparations were obtained. Differences in structural elements and chromatographic behavior of the investigated compounds were evaluated to identify the interactions that drive the chiral discrimination process. From the evaluation of the experimental chromatographic data, it was found that hydrogen bond formation is essential for the separation of enantiomers.

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