Micelles of an oxime-functionalized imidazolium surfactant. Reactivities at phosphoryl and sulfonyl groups

被引:33
作者
Simanenko, YS [1 ]
Karpichev, EA
Prokop'eva, TM
Panchenko, BV
机构
[1] Natl Acad Sci Ukraine, Dept Res Nucleophil React, LM Litvinenko Inst Phys Organ Chem & Coal Chem, UA-83114 Donetsk, Ukraine
[2] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
D O I
10.1021/la001327g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Micelles of deprotonated 1-cetyl-3-(2-oximopropyl)imidazolium chloride strongly accelerate displacements of 4-nitrophenoxide ion from 4-nitrophenyl diethyl phosphate and 4-nitrophenyl tosylate. The first-order rate constants of reactions of fully bound substrates are similar to those predicted from second-order rate constants of reactions of deprotonated 1-methyl-3-(2-oximopropyl)imidazolium chloride in water and a reasonable value of the molar volume of the micellar interfacial region.
引用
收藏
页码:581 / 582
页数:2
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