Catalytic Properties of Supramolecular Systems Based
on Polyoxyethylated Calixarenes and Amines

A. B. Mirgorodskaya*, E. I. Yatskevich, Yu. R. Kudryashova, S. E. Solov’eva,
I. S. Antipin, L. Ya. Zakharova, and A. I. Konovalov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center,
Russian Academy of Sciences, Kazan, 420083 Tatarstan, Russia

*e-mail: mirgorod@iopc.ru

Received December 1, 2010

Abstract—The rate of carboxylic ester cleavage by amphiphilic low-molecular-weight and polymeric amines
in the presence of polyoxyethylated calix[4]arenes with different degrees of oxyethylation is determined by the
formation of mixed aggregates, by the shift of pK_a of the amine, and the character of the distribution of the reac-
tants in functional micelles. All of the systems show a high substrate specificity. In the case of octyl- and decy-
lamines, the reaction of p-nitrophenyl acetate is catalyzed and the reaction of more hydrophobic p-nitrophenyl lau-
rate is inhibited. An opposite situation is observed in the systems based on branched polyethyleneimine: the
reaction of p-nitrophenyl acetate is inhibited and the process involving p-nitrophenyl laurate is accelerated.

DOI: 10.1134/S0023158411040082

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