K. Kirschke et al., RUBIDIUM-SELECTIVE CHROMOIONOPHORES WITH N-(ARYLAZOALKENOYL)AZACORONAND STRUCTURE, Liebigs Annalen der Chemie, (9), 1994, pp. 877-880
The N-(arylazoalkenoyl)azacoronands 2a-2c have been synthesized by rin
g-opening reaction of the dichloropyrazolin-5(4H)-one 1 with the corre
sponding azacrowns. The structure of 2a was determined by X-ray analys
is. In the presence of Rb+ salts the neutral solutions of 2a and 2b in
acetonitrile or acetonitrile/water mixtures show a change of colour f
rom yellow to red. Spectroscopic results of H-1-, H-2, C-13- and Rb-87
-NMR investigations indicate a complexation of the Rb ion between the
crown and the phenolic OH group of 2b.