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

作者：Kim JH; Hwang AR; Chang SK^*

来源：Tetrahedron Letters, 2004, 45(41): 7557-7561.

DOI：10.1016/j.tetlet.2004.08.125

• calix-aza-crown ether
• fluoroionophore
• pyrene
• Hg2+ selectivity
• ON-OFF type switching

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.

• 出版日期2004-10-4