Catalytic properties of supramolecular systems based on polyoxyethylated calixarenes and amines |
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Authors: | A B Mirgorodskaya E I Yatskevich Yu R Kudryashova S E Solov’eva I S Antipin L Ya Zakharova A I Konovalov |
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Institution: | 1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, Kazan, 420083, Tatarstan, Russia
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Abstract: | The rate of carboxylic ester cleavage by amphiphilic low-molecular-weight and polymeric amines in the presence of polyoxyethylated calix4]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 reactants in functional micelles. All of the systems show a high substrate specificity. In the case of octyl- and decylamines, the reaction of p-nitrophenyl acetate is catalyzed and the reaction of more hydrophobic p-nitrophenyl laurate 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. |
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