Reactivity of Inorganic α-Nucleophiles in Acyl Transfer in Aqueous and Micellar Media. IV. Peroxyhydrolysis of Acylcontaining Compounds in Organized Microheterogenic Systems

Micellar effects in perhydrolysis and base catalyzed hydrolysis of 4-nitrophenyl esters of phosphoric, phosphonic and toluolsulphonic acids in organized microheterogeneous systems based on dicationic (Gemini surfactant, GS – AlkIm–(CH)-ImAlk-2Br, Alk = CH or CH) and monocationic (AlkImCH Br, Alk = CH or CH) surfactants have been analyzed. The effect of concentration of reagents is the main factor responsible for micellar catalysis. Hydroperoxide α-effect described as second order rate constants ratio for perhydrolysis and base catalyzed hydrolysis remains in organized media, and, depending on surfactant/substrate nature, may amount to ~100.