Reactivity of Inorganic α-Nucleophiles in Acyl Transfer in Aqueous and Micellar Media: IV. Peroxyhydrolysis of Acyl Derivatives in Organized Microheterogeneous Systems1
M. K. Turovskaya, I. A. Belousova, N. G. Razumova, T. S. Gaidash, T. M. Prokop’eva, A. A. Kotenko, V. A. Mikhailov
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引用次数: 0
Abstract
The micellar effects in the perhydrolysis and base-catalyzed hydrolysis of 4-nitrophenyl esters of phosphoric, phosphonic, and toluenesulfonic acids in organized microheterogeneous systems based on dicationic [Gemini surfactant AlkIm+–(CH2)3–Im+Alk∙2Br–, where Alk = C12H25 or C14H29 (GS)] and monocationic (AlkIm+CH3∙Br–, where Alk=C12H25 or C14H29) surfactants have been analyzed. The reagent concentrations have been found to be the main factor responsible for micellar catalysis. The hydroperoxide α-effect defined as the ratio of the second-order rate constants of perhydrolysis and base-catalyzed hydrolysis is preserved and, depending on the nature of the surfactant and the substrate, may reach ~ 100.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.