Novel acridine-based thiosemicarbazones as ‘turn-on' chemosensors for selective recognition of fluoride anion: a spectroscopic and theoretical study

Abstract

New thiosemicarbazide-linked acridines 3a–c were prepared and investigated as chemosensors for the detection of biologically and environmentally important anions. The compounds 3a–c were found selective for fluoride (F−) with no affinity for other anions, i.e. −OAc, Br−, I−, HSO4−, SO42−, PO43−, ClO3−, ClO4−, CN− and SCN−. Further, upon the gradual addition of a fluoride anion (F−) source (tetrabutylammonium fluoride), a well-defined change in colour of the solution of probes 3a–c was observed. The anion-sensing process was studied in detail via UV–visible absorption, fluorescence and 1H-NMR experiments. Moreover, during the synthesis of acridine probes 3a–c nickel fluoride (NiF2), a rarely explored transition metal fluoride salt, was used as the catalyst. Theoretical studies via density functional theory were also carried out to further investigate the sensing and anion (F−) selectivity pattern of these probes.

Acridine-based thiosemicarbazones as novel inhibitors of mild steel corrosion in 1 M HCl: synthesis, electrochemical, DFT and Monte Carlo simulation studies

“…Detailed procedures, purication methods, experimental yields and spectroscopy data, including proton nuclear magnetic resonance ( 1 H NMR), carbon-13 nuclear magnetic resonance ( 13 C NMR), Fourier transform infrared spectroscopy (FTIR), electron-spray ionization mass spectroscopy (ESI-MS) and heteronuclear multiple bond correlation HMBC have been reported elsewhere. 20…”

“…The compounds in this study were synthesized as outlined in Scheme 1. 20 It is anticipated that the presence of functional groups such as -C]C-, -C]N-, -N]N-, -NH, -C]S and p-bonds will enhance the adsorption of the molecules on mild steel surface. The compounds differ in the number of uorine (F À ) substituents on the phenyl rings, such that IAB-NP is unsubstituted, IAB-NF has one F-substituent at position 2 on the phenyl ring (2-F substituted) and IAB-ND has two F-substituents at positions 2 and 4, i.e.…”

A Harmonized Applied and Theoretical Exploration for Nanomolar Level Recognition of Perilous F− and CN− by Multichannel Chemosensor: Proposition of Hg2+‐Mediated Logic Gate Imitator

“…The ground state TDDFT studies of PMA in presence of the analytes were obtained to be consistent with the experimental outcomes . The calculated UV‐Vis absorption peaks for PMA were observed at 319 and 466 nm corresponding to the inherent peaks of the chemosensors at 305 and 410 nm.…”

“…[46] The ground state TDDFT studies of PMA in presence of the analytes were obtained to be consistent with the experimental outcomes. [24][25][26][27][28][29][30] The calculated UV-Vis absorption peaks for PMA were observed at 319 and 466 nm corresponding to the inherent peaks of the chemosensors at 305 and 410 nm. However, in presence of the analytes, the intrinsic peaks of the chemosensor were red-shifted to 324 and 489 nm (for F À ) and 320 and 476 nm (for CN À ), indicating the feasibility in the charge transfer within the framework ( Figure S18, Table S9; Supplementary Information).…”

Lansoprazole-Based Colorimetric Chemosensor for Efficient Binding and Sensing of Carbonate Ion: Spectroscopy and DFT Studies

“…Developing anionic chemosensors is one of the most important topics nowadays. The optical sensor systems based on light usage as a most valuable and versatile output signal and several chromatographic and fluorogenic anion sensors have been recently established (Fabbrizzi et al, 2001 , 2003 ; Ghorai et al, 2016a ; Iqbal et al, 2018 ; Isaac et al, 2018 ; Wasim et al, 2018 ; Mahmudi et al, 2019 ; Mobed et al, 2019 ). Carbonate is one of these anions which is extensively used in the production of cosmetics, rubber, glass, printing ink, rayon, food, toothpaste, and rechargeable Li-ion batteries (Tas, 2009 ; Zhao et al, 2014 ; Ghorai et al, 2016a ; Kordi et al, 2019 ; Darroudi et al, 2020 ).…”