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A novel supramolecular catalytic system based on amphiphilic triphenylphosphonium bromide for the hydrolysis of phosphorus acid esters
Authors
Galkina I.
Gaynanova G.
+5 more
Sinyashin O.
Vagapova G.
Valeeva F.
Vasilieva E.
Zakharova L.
Publication date
1 January 2016
Publisher
Abstract
© 2015 Elsevier B.V. The biomimetic nature of micellar catalysis can significantly affect the rate of chemical reactions due to the effects of concentration and the change of microenvironment. Here, a key role is played by the nature of the head group. The catalytic activity of alkyltriphenylphosphonium bromides (TPPB-n; n= 10, 12, 14, 16, 18; n is the number of carbon atoms in alkyl groups) in the nucleophilic substitution of p-nitrophenyl esters of alkylchloromethylphosphonic acid were investigated by the method of spectrophotometry. Using pyrene, prodan and Sudan I as probes the values of critical micelle concentrations and aggregation numbers were determined. A comparison of the results of kinetic dependence processing by Berezin equation obtained for TPPB series with the known ammonium analogues was carried out. It was found that for TPPB- n series, the higher acceleration of reaction has been achieved due to concentration factor compared to ammonium surfactants. This agrees with the fact that alkyltriphenylphosphonium bromides demonstrate higher aggregation activity forming micelles with higher solubilizing capacity
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Kazan Federal University Digital Repository
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oai:dspace.kpfu.ru:net/143108
Last time updated on 07/05/2019
Kazan Federal University Digital Repository
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oai:dspace.kpfu.ru:net/103709
Last time updated on 07/05/2019
Kazan Federal University Digital Repository
See this paper in CORE
Go to the repository landing page
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oai:dspace.kpfu.ru:net/96785
Last time updated on 07/05/2019