A New Fluorescent Sensor for Fe³⁺ Based on Glycoluril Molecular Clip

Abstract

The application of fluorescent method to metal ions detection features high sensitivity, simple operation and real‐time monitoring. A 2,7‐dihydroxynaphthalene‐functionalized dimethyl glycoluril (called clip 1) was synthesized, using a relatively simple method. And it is fully characterized by 1H NMR, 13C NMR, HR‐MS and single crystal X‐ray diffraction. The recognition properties of molecular clip 1 were analyzed systematically toward several metal ions using fluorescence spectroscopy, and it was found that molecular clip 1 is selective and sensitive to Fe3+. At the same time, the clip 1 shows good anti‐interference ability when other metal ions existed. The limit detection of Fe3+ is 3×10−7M. The fluorescence of clip 1 was quenched apparently by Fe3+, which was speculated to be caused by ligand–metal charge transfer mechanism (LMCT). As a new fluorescence probe for Fe3+ ion, it may expanded the application of glycoluril molecular clips.

Highly selective fluorescent turn-on–off sensing of OH−, Al3+ and Fe3+ ions by tuning ESIPT in metal organic frameworks and mitochondria targeted bio-imaging

“…The UV-VIS titration with Fe 3+ showcasing broadening of the plot represented the ligand to metal charge transfer (LMCT). 58 The LMCT occurs from electron rich orbitals (p) of –OH oxygen to vacant orbitals (s) of Fe 3+ . Due to LMCT a reduction of π electron density can be observed which lead to the drastic reduction of fluorescence intensity.…”

A Complete Study of Synthesis of Glycoluril and Its Derivative by Using Different Greener Acids

“…Glycolurils have drawn a lot of attention due to their usage as explosives, [1] fertilizers, [2] psychoactive substances, [3] bleaching activators, [4] catalysts, [5] Medicines, [6,7] stabilizers of organic compounds against photodegradation, [8] and combinatorial chemistry. [9] Molecular and supramolecular chemistry both use glycolurils as their fundamental building elements. [10][11][12][13][14][15][16][17][18][19] The fascinating macrocyclic compound cucurbiturils (CB[n]), whose skeleton is made up of glycoluril ring moieties, has received a lot of attention.…”

A Receptor Based on Diphenylaniline Donor Connected with Difuran and Pyridine as Acceptors: Synthesis, Crystal Structure and Selective Detection of Iron Ion

“…Hence, recently fluorescence molecules have gained considerable attention of many researchers and proved to be advantageous over instrumental techniques for monitoring and detection of toxic ions, environmental and biological samples. [11,12,13,14] Since last two decades designing and construction of fluorescent molecules for transition metal ions have attracted significant interest in sensing metal ions. [15][16][17] Earlier work by our group demonstrated the design and synthesis of novel donor-acceptor system i. e. 4-(2,6-di-(dithiophen-2-yl)pyridin-4-yl)-N,N-diphenylaniline (DTPDA) which is shown to be highly selective towards Pb 2 + and Fe 3 + ion.…”

“…Thus, a few of these methods have several disadvantages which need complex technologies, costly devices, and time‐consuming in operation of the instruments. Hence, recently fluorescence molecules have gained considerable attention of many researchers and proved to be advantageous over instrumental techniques for monitoring and detection of toxic ions, environmental and biological samples [11,12,13,14] . Since last two decades designing and construction of fluorescent molecules for transition metal ions have attracted significant interest in sensing metal ions [15–17] …”