Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 2, Pages 571-580Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00399a
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Funding
- Scientific and Technical Research Council of Turkey [TUBITAK-109T167]
- Research Foundation of Selcuk University [BAP-10101005]
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Two armed chiral calix[4]arenes 8-16 functionalized at the lower rim with chiral aminonaphthol units have been prepared and the structures of these receptors characterized by FTIR, H-1, and C-13, DEPT and COSY NMR spectroscopy and elemental analysis. The enantioselective recognition of these receptors with various carboxylic acids has been studied by H-1 NMR and UV/Vis spectroscopy. The receptors exhibited different chiral recognition abilities towards the enantiomers of racemic materials and formed 2 : 1 or 1 : 1 complexes between host and guest. It was also demonstrated that chiral calix[4]arenes 9 and 16 could be used as chiral NMR solvating agents to determine the enantiomeric purity of mandelic acid.
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