Structure of the head group, nucleophilicity, and micellar effects of functional detergents in acyl transfer reactions

被引：10
|
作者：
Belousova, I. A. [1 ]
Kapitanov, I. V. [2 ]
Shumeiko, A. E. [1 ]
Turovskaya, M. K. [1 ]
Prokop'eva, T. M. [1 ]
Popov, A. F. [1 ]
机构：
[1] Natl Acad Sci Ukraine, LM Litvinenko Inst Phys Organ & Coal Chem, UA-83114 Donetsk, Ukraine
[2] Donetsk Natl Univ, UA-83055 Donetsk, Ukraine
来源：
THEORETICAL AND EXPERIMENTAL CHEMISTRY | 2008年 / 44卷 / 02期
关键词：
functional surfactants based on pyridine and imidazole; nucleophilicity; micellar effects;
D O I：
10.1007/s11237-008-9015-z
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The micellar effects of 1-cetyl-2-methyl-3-(2-hydroxyiminopropyl)imidazolium and 1-cetyl-3-hydroxyiminomethylpyridinium halides in acyl transfer reactions (phosphoryl, phosphonyl, and toluenesulfonyl) were investigated. Variation of the nature of the head group does not lead to change in the reactivity of the oximate group, while the nucleophilicity follows the basicity of the functional fragment. The increase of the observed reaction rates during transfer of the disintegration of the substrates from water to the micellar pseudophase is due both to concentration of the reagents and to change in the reactivity of the oximate group. The new detergent 1-cetyl-2-methyl-3-(2-hydroxyiminopropyl)imidazolium chloride is one of the most effective functional surfactants in the decomposition of organophosphorus compounds.
引用
收藏
页码：93 / 100
页数：8
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