Catalytic properties of micellar systems based on 4-aza-1-alkyl-1-azoniabicyclo[2.2.2]octane bromides

Abstract

The catalytic effect of micellar systems based on alkylated 1,4-diazabicyclo[2.2.2]octanes on the alkaline hydrolysis of butyl chloromethyl 4-nitrophenyl phosphonate is reported. The catalytic effect is due to the reactants concentrating in the micellar phase. It increases with an increase in the hydrophobicity of the surfactant. The bicyclic surfactant manifests the higher efficiency than its cyclic and noncyclic analogues. The micellization properties of alkylated 1,4-diazabicyclo[2.2.2]octanes in aqueous solutions have been investigated by the NMR method. An increase in the hydrophobicity of the surfactant decreases the critical micelle concentration and increases the hydrodynamic radius and aggregation numbers of the micelles.