Synthesis and evaluation of arylfuryl-bis(indolyl)methanes as selective chromogenic and fluorogenic ratiometric receptors for mercury ion in aqueous solution

被引:26
作者
Batista, Rosa M. F. [1 ]
Costa, Susana P. G. [1 ]
Silva, Regina M. P. [1 ]
Lima, Nuno E. M. [1 ]
Raposo, M. Manuela M. [1 ]
机构
[1] Univ Minho, Ctr Chem, P-4710057 Braga, Portugal
关键词
Bis(indolyl)methanes; Arylfuran; Ratiometric fluorogenic chemosensors; Hg2+; Direct visual detection; Aqueous solution; COLORIMETRIC SENSORS; FLUORESCENT SENSORS; ANION RECEPTOR; INDOLE; CU2+; CHEMOSENSORS; MOLECULE; BIS(INDOLYL)METHANE; DERIVATIVES; REAGENTS;
D O I
10.1016/j.dyepig.2013.11.008
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of arylfuryl-bis(indolyl)methane derivatives were prepared in good yields by electrophilic substitution of indole with furyl aldehydes through a simple and mild hydrogensulfate-catalysed reaction and studied as chemosensors for transition metal cations by performing spectrophotometric and spectrofluorimetric titrations. Selective recognition of Hg2+ was achieved in organic aqueous mixture (CH3CN/H2O, 7:3) for the various receptors, with an easily detectable colour change from colourless to purple and also through a fluorescence quenching, making these compounds suitable for dual chromo- and fluorogenic ratiometric sensing of Hg2+. The binding stoichiometry between the receptors and Hg2+ was found to be 1:1. The binding process was also followed by H-1 NMR titrations which corroborated the previous findings. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:293 / 300
页数:8
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