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Coumarin anchored chiral thiourea: Synthesis and applications for molecular recognition by NMR and fluorescence spectroscopy
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DOI：10.1016/j.tetlet.2026.156063.png)
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Abstract
En 中文
The coumarin based chiral thiourea derivatives are synthesized from 7-amino and 3-amino coumarin. These molecules having thiourea as binding sites are capable of forming supramolecular interactions with chiral analytes. The influence of the optically pure groups like amino acid or amine, form a temporary diasteromer. These diastereomers are analyzed for the determination of the ratio of enantiomers by 1H NMR spectroscopy. Further, the presence of coumarin makes the receptors good candidates for the study of molecular recognition through fluorescence spectroscopy. The analysis of scalemic samples of mandelic acid is performed to check the practical utility of the thiourea derivative as a chiral solvating agent (CSA). Also different analytes, including other chiral acids and dihydropyrimidinones, are screened to establish wider applications of the thiourea derivatives for molecular discrimination. Computational analysis of the binding energies of the diastereomeric complexes corroborate the observed enantiodiscrimination.
Keywords:
Chiral coumarin based thiourea
Enantiodiscrimination
Chiral solvating agents
NMR spectroscopy
Fluorescence spectroscopy
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1.5
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148
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