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Shape-Complementarity in the Recognition of Tricarboxylic Acids by a [3+3] Polyazacyclophane Receptor

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journal contribution
posted on 18.03.2005, 00:00 by Jana Hodačová, Martin Chadim, Jiří Závada, Juan Aguilar, Enrique García-España, Santiago V. Luis, Juan F. Miravet
The interaction of a macrocycle containing three trans-(1R,2R)-diaminocyclohexane units connected by p-xylene spacers with the isomers 1,3,5-benzenetricarboxylic (1,3,5-BTC), 1,2,4-benzenetricarboxylic (1,2,4-BTC), and 1,2,3-benzenetricarboxylic (1,2,3-BTC) acids and their relevant anions is studied by means of potentiometric and NMR analysis. The interaction is highest for the isomer 1,3,5-BTC, which perfectly fits within the macrocyclic cavity of the host species. The studies have been extended to the triacid 1,3,5-benzenetriacetic observing in this case the effect of a size mismatch between host and guest species.