A highly selective and sensitive probe based on benzo[1, 2-b:4, 5-b′]dithiophene: synthesis, detection for Cu(II) and self-assembly. Issue 17 (28th April 2016)

• Record Type: Journal Article
• Authors: Ma, Yuwen; Leng, Taohua; Lai, Guoqiao; Li, Zhifang; Xu, Xiaojia; Zou, Jianwei; Shen, Yongjia; Wang, Chengyun
• Is Part Of: Tetrahedron. Volume 72:Issue 17(2016)
• Page Start: 2219
• Page End: 2225
• Publication Date: 2016-04-28
• Subjects: Fluorescent dyes -- Benzo[1, 2-b:4, 5-b′]dithiophene -- Picolinamide -- Turn-off probe -- Self-assembly; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.03.029
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A novel turn-off probe for copper(II) containing benzo[1, 2-b:4, 5-b′]dithiophene (BDT) and two picolinamide units was synthesized. In this probe, two picolinamide units complex with one Cu 2+ ion and two nitrogen atoms in each picolinamide unit coordinate with Cu 2+, which is verified by DFT calculation. Its fluorescence quantum yield is 0.43 and the detection limit is as low as 2.4×10 −8 mol/L. The results show that the probe displays good selectivity for Cu 2+ over other ions (Mn 2+, Pb 2+, Cr 3+, Zn 2+, Ni 2+, K +, Ca 2+, Ag +, Mg 2+, Fe 3+, Fe 2+, Hg 2+, Al 3+, Cd 2+, Pd 2+, Co 2+ ). Furthermore, the probe induced by Cu 2+ and the π–π interaction of the aromatic unit can also form rod structure assembly, which can be observed by scanning electron microscopy (SEM). Graphical abstract: A benzo[1, 2-b:4, 5-b′]dithiophene (BDT) unit-based probe with high selectivity for copper(II) has been fabricated.