Abstract
A series of colorimetric anion probes 1–6 containing OH and NO2 groups were synthesized, and their recognition properties toward various anions were investigated by visual observation, ultraviolet–visible spectroscopy, fluorescence, 1H nuclear magnetic resonance titration spectra and theoretical investigation. Nanomaterials of three compounds 2–4 were prepared successfully. Four compounds 3–6 that contain electron-withdrawing substituents showed a high binding ability for AcO−. The host–guest complex formed through a 1:1 binding ratio, and color changes were detectable during the recognition process. Theoretical investigation analysis revealed that an intramolecular hydrogen bond existed in the structures of compounds and the roles of molecular frontier orbitals in molecular interplay. These studies suggested that this series of compounds could be used as colorimetric probes to detect of AcO−.
Highlights
Investigations of synthetic anion receptors have attracted considerable attention in the field of host-guest chemistry because of the important roles of anions in biomedicinal and chemical processes [1,2,3,4,5,6,7,8,9,10,11,12]
3 the could be images were different because of the different numbers of bromine substituent (Br−), the Scanning electron microscopy (SEM) images were different because of the different numbers of bromine images assembled into oval platelets over the entire compound
The intramolecular hydrogen bond with near-hydrogen atoms, which interaction between compounds and the acetate anion resulted in an inhibition of photo-induced electronic transfer (PET) and an led toenhancement a PET and aindecrease in fluorescence
Summary
Investigations of synthetic anion receptors have attracted considerable attention in the field of host-guest chemistry because of the important roles of anions in biomedicinal and chemical processes [1,2,3,4,5,6,7,8,9,10,11,12]. Colorimetric-based sensing is especially attractive because it allows visible detection of analytes without requiring expensive equipment [27,28] These chemosensors are constructed according to a general receptor-chromophore general binomial, which involves the binding of a special anion substrate with receptor sites and a chromophore responsible for translating the receptor-anion association into an optical signal [29,30,31]. Itanion is necessary to develop a colorimetric anion We receptor with sensitivity and anion receptor would be obtained by coupling the phenol group as a recognition site with a nitro selectivity.
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