Recognition and Binding of Aliphatic Dicarboxylic Acids C4 – C10 by Diiminocalix[4]arene

Olga Kalchenko, Andrew Solovyov, Vitaly Kalchenko

Abstract

Host-Guest complexation of 5,17-bis-(N-tolyliminomethyl)-25,27-dipropoxycalix[4]arenewithaliphatic dicarboxylicacidsC4 – C10 hasbeenstudiedin water-organic solution by the RP HPLC and molecular modeling methods. The stability constants (log KA =2.56– 3.05) of the supramolecular complexes are depended on structure, pKa and log Pvalues of the acids. The complexation is determined by the hydrogen bonds of the COOH group of the dicarboxylic acids with nitrogen atoms at the upper rim or oxygen atoms at the lower rim of the calixarene.

Keywords

calix[4]arenes; reversible-phase high performance liquid chromatography; aliphatic dicarboxylic acids; Host-Guest inclusion complexes; supramolecular interactions; binding constants

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DOI

https://doi.org/10.17721/fujcV7I2P61-67

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