Alkylated 1,4-diazabicyclo[2.2.2]octanes: self-association, catalytic properties, and biological activity

作者：Zhiltsova E P; Pashirova T N; Kashapov R R; Gaisin N K; Gnezdilov O I; Lukashenko S S; Voloshina A D; Kulik N V; Zobov V V; Zakharova L Ya^*; Konovalov A I

来源：Russian Chemical Bulletin, 2012, 61(1): 113-120.

DOI：10.1007/s11172-012-0016-7

• alkylated 1,4-diazabicyclo[2.2.2]octanes
• association
• critical micelle concentration
• aggregation number
• hydrolysis
• biological activity

Aggregation of 1-hexadecyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide in the presence of diethyl 4-nitrophenyl phosphate was studied using H-1 NMR spectroscopy. The quantitative characteristics of the aggregation were determined. The data obtained were used to explain the catalytic effect of micelles on the hydrolysis of the phosphate. It was found that the aggregation properties and biological activity of alkylated mono- and dicationic 1,4-diazabicyclo-[2.2.2]octanes are correlated.