Abstract

We have designed and synthesized an inherently chiral calix[4]arene partial cone conformer, in which a crown-4 ether moiety, a carboxyl group, and a propyl group are convergent. Chemical resolution was achieved by use of (S)-BINOL as a chiral auxiliary. 1H NMR titration data revealed that the title compound does not have the ability to differentiate both enantiomers of chiral amine and aminoalcohol guests. The approximately symmetric calix[4]arene skeleton of the partial cone conformer is presumed to be responsible for its undesirable chiral recognition ability.

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