Synthesis, enantioseparation, and absolute configuration assignment of iminoflavans by chiral high-performance liquid chromatography combined with online chiroptical detection
| Autor: | Nasser Belboukhari, Antonella Petri, Gennaro Pescitelli, Khaled Sekkoum, Mohamed Nadjib Rebizi |
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| Rok vydání: | 2021 |
| Předmět: |
Quantitative Biology::Biomolecules
Circular dichroism Materials science Elution Infrared Condensation Absolute configuration enantioseparation Filtration and Separation High-performance liquid chromatography electronic circular dichroism Analytical Chemistry absolute configuration high-performance liquid chromatography iminoflavan Physical chemistry Density functional theory Enantiomer |
| Zdroj: | Journal of separation scienceREFERENCES. 44(19) |
| ISSN: | 1615-9314 |
| Popis: | Four racemic iminoflavan derivatives were synthesized by simple condensation at C-4 position of flavanone. All new compounds were characterized by using ultraviolet-visible, infrared, and nuclear magnetic resonance spectroscopic techniques. A chiral chromatographic analysis of racemic mixtures was performed by direct chiral high-performance liquid chromatography using Chiralcel® OD-H as chiral stationary phase, and online-coupled with electronic circular dichroism detector. The correlation of experimental electronic circular dichroism traces with quantum chemical electronic circular dichroism calculations run with time-dependent density functional theory made it possible to elucidate the absolute configuration for each enantiomer, and to establish the elution order. |
| Databáze: | OpenAIRE |
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