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- Title
The separation of the enantiomers of diquats by capillary electrophoresis using randomly sulfated cyclodextrins as chiral selectors.
- Authors
Bílek, Jan; Koval, Dušan; Sázelová, Petra; Šolínová, Veronika; Severa, Lukáš; Gutiérrez, Paul E. Reyes; Teplý, Filip; Kašička, Václav
- Abstract
Diquats, derivatives of the widely used herbicide diquat, represent a new class of functional organic molecules. A combination of their special electrochemical properties and axial chirality could potentially result in their important applications in supramolecular chemistry, chiral catalysis, and chiral analysis. However, prior to their practical applications, the diquats have to be prepared in enantiomerically pure forms and the enantiomeric purity of their P‐ and M‐isomers has to be checked. Hence, a chiral capillary electrophoresis (CE) method has been developed and applied for separation of P‐ and M‐enantiomers of 11 new diquats. Fast and better than baseline CE separations of enantiomers of all 11 diquats within a short time 5–7 min were achieved using acidic buffer, 22 mM NaOH, 35 mM H3PO4, pH 2.5, as a background electrolyte, and 6 mM randomly sulfated α‐, β‐, and γ‐cyclodextrins as chiral selectors. The most successful selector was sulfated γ‐cyclodextrin, which baseline separated the enantiomers of all 11 diquats, followed by sulfated β‐cyclodextrin and sulfated α‐cyclodextrin, which baseline separated enantiomers of 10 and nine diquats, respectively. Using this method, a high enantiopurity degree of the isolated P‐ and M‐enantiomers of three diquats with a defined absolute configuration was confirmed and their migration order was identified.
- Subjects
CYCLODEXTRINS; SUPRAMOLECULAR chemistry; ENANTIOMERIC purity; CHIRALITY element; ENANTIOSELECTIVE catalysis; CAPILLARY electrophoresis; ENANTIOMERS
- Publication
Journal of Separation Science, 2023, Vol 46, Issue 18, p1
- ISSN
1615-9306
- Publication type
Article
- DOI
10.1002/jssc.202300417