Year 2005, Month 1 (Section Full Articles, Page 159)
N,N´-Bis(acylvinylated) diaza-18-crown-6 ether
as a lanthanide-selective macrocyclic complex-forming agent
P. K. Sazonov,* V. Yu. Stolyarenko, G. A. Artamkina, and I. P. Beletskaya
Nucleophilic substitution in β-chlorovinyl phenyl ketone with diaza-18-crown-6 ether
resulting in displacement of the chlorine atom afforded N,N´-bis(3-oxo-3-phenylpropen-1-
yl)-1,10-diaza-18-crown-6 ether. The ability of the latter to form complexes with a number of
metal cations was studied. However, the complex formation occurs only with the rare-earth
cations Ln3+ and Th4+. This fact was demonstrated by UV and 1H NMR spectroscopy of
solutions, confirmed by isolations of glassy phases of composition L3M2(NO3)6•nH2O
(M = La, Y, n ≈ 4—7), and supported by IR spectra of these phases in KBr pellets. The
formation of complexes with La3+ and Y3+ leads to an increase in fluorescence intensity of the
ligand. The stability constants of the 1 : 1 complexes in methanol were evaluated by spectrophotometry. These constants increase with decreasing ionic radius of the cation.
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