Specific Anion Binding to Sulfobetaine Micelles and Kinetics of Nucleophilic Reactions
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文摘
With fully micellar bound substrates reactions of OH- with benzoic anhydride, Bz2O, and of Br- with methylnaphthalene-2-sulfonate, MeONs, in micellized sulfobetaines are strongly inhibited by NaClO4 which displacesthe nucleophilic anions from the micellar pseudophases. Micellar incorporations of ClO4- and Br- are estimatedwith an ion-selective electrode and by electrophoresis, and partitioning of Br- between water and micelles isrelated to changes in NMR spectral 79Br- line widths. Extents of inhibition by ClO4- of these nucleophilicreactions in the micellar pseudophase are related to quantitative displacement of the reactive anions from themicelles by ClO4-. The kinetic data are correlated with physical evidence on the strong interactions betweensulfobetaines and ClO4-, which turn sulfobetaine micelles anionic and effectively provoke displacement ofOH- and Br-.

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