Chromogenic azo-coupled calix[4]arenes

被引:60
作者
Kim, JS [1 ]
Shon, OJ
Lee, JK
Lee, SH
Kim, JY
Park, KM
Lee, SS
机构
[1] Konyang Univ, Dept Chem, Nonsan 320711, South Korea
[2] Korea Ginseng & Tobacco Res Inst, Taejon, South Korea
[3] Gyeongsang Natl Univ, Dept Chem, Chinju, South Korea
[4] Gyeongsang Natl Univ, Inst Nat Sci, Chinju, South Korea
关键词
D O I
10.1021/jo0108921
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel 1,3-alternate calix[4]azacrowns having an azo chromophoric pendent group were synthesized, and their 1,3-alternate conformations were confirmed by X-ray crystal structure. In view of the hypsochromical UV band shifting upon cation complexation, azo-coupled calix[4]azacrown-5 (3) showed the most selective shifting with alkali and alkaline metal ions. In addition, 3 revealed K+ ion selectivity not only due to the size comparability between the K+ ion and the azacrown-5 loop but also due to a significant K+-pi interaction between the two aromatic rings and the K+ ion. The UV band shifting is also dependent on the lipophilicity of the species of counteranion used.
引用
收藏
页码:1372 / 1375
页数:4
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