Experimental and theoretical study of urea and thiourea based new colorimetric chemosensor for fluoride and acetate ions

被引:36
|
作者
Saikia, Eramoni [1 ]
Borpuzari, Manash Protim [1 ]
Chetia, Bolin [1 ]
Kar, Rahul [1 ]
机构
[1] Dibrugarh Univ, Dept Chem, Dibrugarh 786004, Assam, India
关键词
Anion receptor; Colorimetric sensing; DFT; ICT; Naked-eye detection; CHARGE NEUTRAL THIOUREA; ANION RECEPTORS; ELECTRONIC-STRUCTURE; PET SENSORS; BINDING; 2,6-BIS(2-BENZIMIDAZOLYL)PYRIDINE; ANTHRAQUINONE; EFFICIENT; DFT; RECOGNITION;
D O I
10.1016/j.saa.2015.07.065
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Two new anion receptors 1,1-(4-nitro-1,2-phenylene) bis(3-phenylurea) (1) and 1,1-(4-nitro-1, 2-phenylene) bis(3-phenylthiourea) (2) have been reported here. The binding and colorimetric sensing properties of receptors I and 2 with different anions were investigated by naked-eye, H-1-NMR and UV-Vis spectroscopy. They showed effective and selective binding with two biologically important anions r and CH3COO-, in presence of other anions, such as Cl-, Br-, I-, NO2-, ClO4-, HSO4-, H2PO4-, CN- in acetonitrile. The relative binding mode of fluoride and acetate anions towards receptors 1 and 2 were studied using density functional theory (OFT), in gas phase and in acetonitrile solvent. Computational studies revealed that receptor 1 formed complexes by two intermolecular hydrogen bonds while receptor 2 by three intermolecular hydrogen bonds. In addition, time dependent DFT (TD-DFT) calculations qualitatively match the experimental UV-Vis spectra. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:101 / 108
页数:8
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