Aqueous Micelles as Catalytic Nanoreactors for Dephosphorylation Reactions

Journal of the Brazilian Chemical Society

Eduardo H. Wanderlind¹  Elisa S. Orth¹  Michelle Medeiros¹  Deise M. P. O. Santos¹  Eduard Westphal¹  Hugo Gallardo¹  Haidi D. Fiedler¹  Faruk Nome¹ 

关键词: dephosphorylation;    imidazole;    nucleophilic catalysis;    micellar catalysis;   

DOI  :  10.5935/0103-5053.20140258

来源: SciELO

【 摘 要 】

The reaction of a new imidazole derivative, 3,5-bis((1H-imidazol-1-yl)methyl)aniline (BIm), and the model triester diethyl 2,4-dinitrophenyl phosphate (DEDNPP), which proceeds via a SN2(P) mechanism, is substantially enhanced in the presence of either cationic cetyltrimethylammonium bromide (CTAB) or anionic sodium dodecyl sulfate (SDS). This unusual micellar effect illustrates the use of the hydrophobic character of the reactants to enhance micellar catalysis. This is an important and useful guideline in planning mimics for biological reactions, because improving incorporation will increase the quality of the biomimetic systems, and both cationic or anionic surfactants will act as homogeneous nanoreactors concentrating the neutral, hydrophobic reactants.

【 授权许可】

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