Hg2+-selective fluoroionophore of p-tert-butylcalix[4]arene-diaza-crown ether having pyrenylacetamide subunits

被引:67
作者
Kim, JH [1 ]
Hwang, AR [1 ]
Chang, SK [1 ]
机构
[1] Chung Ang Univ, Dept Chem, Seoul 156756, South Korea
关键词
calix-aza-crown ether; fluoroionophore; pyrene; Hg2+ selectivity; ON-OFF type switching;
D O I
10.1016/j.tetlet.2004.08.125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new ionophore having two pyrenylacetamide moieties based on the p-tert-butylcalix[4]arene-diaza-crown ether has been prepared and its fluoroionophoric properties were investigated. Bis(pyrenyl) derivative was found to exhibit selective ON-OFF type sensing behaviour toward Hg2+ ions over other representative transition and heavy metal ions. The fluorescence quenching efficiency of larger than 20-fold was observed with 100equiv of Hg2+ ions and the association constant was found to be 4.5 x 10(4) M-1 in methanol. The ionophore also exhibited a very efficient quenching of excimer fluorescence selectively upon treatment with Hg2+ ions in 50% aqueous methanol solution. The observed Hg2+ -selective ON-OFF type fluorescence behaviour could be utilized as efficient sensing and switching devices for the design of other supramolecular systems. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7557 / 7561
页数:5
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