PHENYLAZOPHENOL QUINONE PHENYLHYDRAZONE TAUTOMERISM IN CHROMOGENIC CRYPTANDS AND CORANDS WITH INWARD-FACING PHENOLIC UNITS AND THEIR ACYCLIC ANALOGS

被引:37
作者
CHAPOTEAU, E [1 ]
CZECH, BP [1 ]
GEBAUER, CR [1 ]
KUMAR, A [1 ]
LEONG, K [1 ]
MYTYCH, DT [1 ]
ZAZULAK, W [1 ]
DESAI, DH [1 ]
LUBOCH, E [1 ]
KRZYKAWSKI, J [1 ]
BARTSCH, RA [1 ]
机构
[1] TEXAS TECH UNIV,DEPT CHEM & BIOCHEM,LUBBOCK,TX 79409
关键词
D O I
10.1021/jo00007a057
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 responses of five cryptands with inward-facing phenolic groups to sodium and potassium ions are determined and compared.
引用
收藏
页码:2575 / 2579
页数:5
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