Bulletin of the Chemical Society of Japan

Nucleophilic ion pairs. 8. Facile nucleophilic cleavage of dinitrophenyl sulfate in the presence of micellar zwitterionic hydroxamates.

T Kunitake, T Sakamoto

Index: Kunitake,T.; Sakamoto,T. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 2624 - 2629

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Citation Number: 4

Abstract

The sulfate transfer reaction from dinitrophenyl sulfate to hydroxamate nucleophiles was studied in the presence of several types of aqueous micelles at 30° C, pH 8–9. The zwitterionic hydroxamate was a nucleophile much better than the anionic hydroxamate in the CTAB micelle. The kinetic behavior of the zwitterionic hydroxamate nucleophile was not straightforward and the reactivity of the nucleophile increased with the increase in the ...