Novel fluorescent sensor for Ag+ and Hg2+ based on the BINOL-pyrene derivative via click reaction

被引:54
作者
Liu, Xuechao [1 ]
Yang, Xia [1 ]
Fu, Yong [1 ]
Zhu, Chengjian [1 ,2 ]
Cheng, Yixiang [1 ]
机构
[1] Nanjing Univ, State Key Lab Coordinat Chem, Sch Chem & Chem Engn, Nanjing 210093, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
Silver ion; Mercury ion; Click reaction; Fluorescent sensor; Ratiometric detection; TRIAZOLE; RECOGNITION; CHEMISTRY; RECEPTOR; BINDING; POLYBINAPHTHYLS; SELECTIVITY; FLUOROPHORE; GENERATION; MOLECULES;
D O I
10.1016/j.tet.2011.03.024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel BINOL-pyrene derivative sensor 1 for Ag+ and Hg2+ incorporating the triazole moieties and pyrenes was synthesized via click reaction. Binding of Ag+ ion induces the formation of 1:1 Ag+-1 chelating complex, and occurs in a ratiometric manner through an enhanced monomer and declining excimer emission, which make it possible to ratiometrically detect Ag+. The competitive experiment shows 1 can be used as an Ag+ specific fluorescence sensor over a wide range of competing cations. In the meanwhile, the sensor 1 was found to be selectively quenched by only Hg2+ at both monomer and excimer emission. Furthermore, we obtained evidences for different fluorescence signaling behaviors with Ag+ and Hg2+ by H-1 NMR titration experiments. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3181 / 3186
页数:6
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