Size Verses Reactivity in 'Organized Assemblies': Deacylation and Dephosphorylation in Functionalized Assemblies

摘要

Deacylation of p-nitrophenyl benzoate and dephosphorylation of p-nitrophenyl diphenyl phosphate were followed in 1:10 aggregates of tri-n-octy1(2-hydroxyiminoethy)ammonium chloride (1b) and tri-n-octylethylammonium mesylate (1a) and in micelles of cetyldimethy(2-hydroxyiminoethyl)ammonium chloride (2b) or 1:10 comicelles of 2b and cetyltrimethylammonium chloride (2a). Analysis of the rate data shows that second-order rate constants in aggregates and micelles are similar and are independent of the size of the assembly. The second-order rate constant in the functional micelle is similar to that of reaction of the model compound trimethyl(2-hydroxyiminoethyl)ammonium chloride (3) in water.