Determination of the interconversion energy barrier of three novel pentahelicene derivative enantiomers by dynamic high resolution liquid chromatography

Májek, Pavel; Krupčík, J.; Breitbach, Zachary S.; Dissanayake, Milan K.; Kroll, Peter; Ruch, Aaron A.; Slaughter, LeGrande M.; Armstrong, Daniel W.

doi:10.1016/j.jchromb.2016.12.025

Cited by 3 publications

(1 citation statement)

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“…Among the commercially available Larihc columns, that derivatized with the R -naphthylethyl carbamate moiety provided the best separations for the studied analogs due to stronger π–π interactions. Larihc CF6-P was applied for the separation of three pentahelicene derivative enantiomers in NP mode [ 55 ]. Utilizing the developed dynamic HPLC method, the interconversion energy barriers between the helicene enantiomers were determined.…”

Section: Recent Applications Of Cyclofructan-based Cspsmentioning

confidence: 99%

Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans

et al. 2021

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Natural compounds can exist in different forms, where molecules possessing chirality play an essential role in living organisms. Currently, one of the most important tasks of modern analytical chemistry is the enantioseparation of chiral compounds, in particular, the enantiomers of compounds having biological and/or pharmaceutical activity. Whether the task is to analyze environmental or food samples or to develop an assay for drug control, well-reproducible, highly sensitive, stereoselective, and robust methods are required. High-performance liquid chromatography best meets these conditions. Nevertheless, in many cases, gas chromatography, supercritical fluid chromatography, or capillary electrophoresis can also offer a suitable solution. Amino acids, proteins, cyclodextrins, derivatized polysaccharides, macrocyclic glycopeptides, and ion exchangers can serve as efficient selectors in liquid chromatography, and they are quite frequently applied and reviewed. Crown ethers and cyclofructans possessing similar structural characteristics and selectivity in the enantiodiscrimination of different amine compounds are discussed less frequently. This review collects information on enantioseparations achieved recently with the use of chiral stationary phases based on crown ethers or cyclofructans, focusing on liquid chromatographic applications.

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Section: Recent Applications Of Cyclofructan-based Cspsmentioning

confidence: 99%