| Abstract
| - The syntheses of five pairs of novel inherently chiral calix[4]arenes are described. Two syntheticroutes were adopted to generate racemic 3-carboxylic or 2-carboxylic group substituted calix[4]quinolines in the cone or the partial-cone conformation, respectively. The chiral products werethoroughly characterized by various spectroscopic methods. The optical resolutions of chiral calix[4]quinolines 5, 6, 11, and 17 were successfully achieved through the separation of theirdiastereomers using common column chromatography or preparative TLC. The chirality of compound20 was proven by the splitting of the 1H NMR signals in the presence of Pirkle's reagent. The 1HNMR features of the diastereomers are discussed. The CD spectra of each pair of enantiomersshowed excellent mirror images. The experimental results disclose that 3-carboxylic calix[4]quinolines can be resolved more easily than the 2-carboxylic ones in both the cone conformationand the partial-cone conformation.
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