Journal of Organic Chemistry p. 2575 - 2579 (1991)
Update date:2022-08-03
Topics:
Chapoteau, Eddy
Czech, Bronislaw P.
Gebauer, Carl R.
Kumar, Anand
Leong, Koonwah
et al.
A series of 4-(4'-nitrophenol)azophenol compounds is prepared in which ether oxygen-containing substituents are attached at the 2- and 6-positions or connect the 2- and 6-positions to incorporate the chromophoric unit into corand or cryptand structures with inward-facing phenolic groups.The phenylazophenol-quinone phenylhydrazone tautomerism of these compounds, as probed by ultraviolet-visible spectroscopy, reveals a pronounced effect of the structure of the ether oxygen-containing substituents or bridging unit upon the tautomeric equilibrium.Chromogenic response of five cryptands with inward-facing phenolic groups to sodium and potassium ions are determined and compared.
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