Structural motifs of oxacalix[4]arene for molecular recognition of nitroaromatic explosives: Experimental and computational investigations of host-guest complexes

Panchal, Manthan; Kongor, Anita; Athar, Mohd; Modi, Krunal; Patel, Chirag; Dey, Sudip; Vora, Manoj; Bhadresha, Kinjal; Rawal, Rakesh; Jha, Prakash C.; Jain, V. K.

doi:10.1016/j.molliq.2020.112809

Cited by 23 publications

(10 citation statements)

References 37 publications

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“…9a) of anions and transition metal cations. Throughout the years, many fluorophore-appended oxacalixarenes ( 31–34 ) bearing rhodamine, 86 anthraquinone, 87 quinoline, 88 or phthalimide 89 groups (Fig. 9b–e), have been developed mainly for sensing and detection applications.…”

Section: Different Types Of Fluorescent Cyclophanesmentioning

confidence: 99%

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Fluorescent cyclophanes and their applications

et al. 2022

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Section: Different Types Of Fluorescent Cyclophanesmentioning

confidence: 99%

“…Simply incorporating an appropriate deep-red and NIR emitting fluorophore in the cyclophane structure can yield the desired emission. Furthermore, the emissive properties of some cyclophanes (89,90) can be modulated by changes in pH, 227 temperature 220,226d,228 (Fig. 23), and solvent 229 (Fig.…”

Section: In Solutionmentioning

confidence: 99%

Fluorescent cyclophanes and their applications

et al. 2022

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“…A plot of log [(F 0 -F)/ (F-F 1 )] versus log [M] help us to nd out the binding constant (K S ), where F 0 and F 1 denote the relative uorescence intensities of the complex without addition of guest metal ion and with maximum concentration of metal ion [M], respectively. The binding constant for TCAN2PA-Hg(II) system was determined to be 1.8344×10 6 M -1 , which indicates a strong binding interaction between host molecule and guest analyte [46][47][48][49][50] . It is noteworthy to mention that no signi cant interference of the competitive metal ions was observed during the Sensing process (Fig.…”

Section: Sensitivity Towards Hg (Ii) Ionsmentioning

confidence: 99%

Development of tBu-phenyl Acetamide Appended Thiacalix[4]arene as “Turn-ON” Fluorescent Probe for Selective Recognition of Hg(II) Ions

et al. 2022

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Herein, a novel N-(4-(tert-butyl)-phenyl)-2-chloroacetamide functionalized thiacalix [4]arene architecture, viz TCAN2PA has been synthesized and the sensing behaviour towards metal ions was explored. The probe, TCAN2PA displayed a "Turn-ON" uorescence response towards Hg(II) ions in acetonitrile over a series of competing common metal ions. A bathochromic shift in absorption band along with a signi cant "Turn-ON" uorescence behaviour of TCAN2PA was observed upon interaction with Hg(II) ions. The lower rim modi cation of thiacalixarene with N-(4-(tert-butyl)-phenyl)-2-chloroacetamide actively contributes toward the uorescence property due to the presence of strong electron-donating aryl amido substituent. Fluorescence titration experiments were conducted to nd out the limit of detection and to understand binding stoichiometry as well. The electron transfer interactions between the electron-rich TCAN2PA host with Hg(II) ions have been postulated which is also supported by computational modelling insights.

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“…[56] At present, the detection of explosive molecules usually uses modern analytical techniques and complex instruments, which are difficult to meet the real-time needs. [57][58][59] Because of the high efficiency, low cost, and portability of Cd-MOFs fluorescence sensor, it can also be used for the recognition of explosive molecules. [60] In addition, compared with the traditional homogeneous recognition, heterogeneous recognition has the advantages of better separation and reusability, and it is also one of the current research hotspots of fluorescence sensors.…”

Section: Fluorescence Propertiesmentioning

confidence: 99%

Channel regulation through solvents for Cd‐MOFs based on p‐methoxyphenyl imidazole dicarboxylate: Synthesis, crystal structure, fluorescence, and explosive identification

Jiang

Dong

et al. 2021

J Chinese Chemical Soc

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Under different solvent systems, the reaction of Cd(NO 3 ) 2 Á4H 2 O with 2-pmethoxyphenyl-1H-imidazole-4,5-dicarboxylic acid (p-H 3 MOPhIDC) ligand produce two new Cd-MOFs, [Cd(p-HMOPhIDC)(C 2 H 5 OH)] n (1) and [Cd 2 (p-HMOPhIDC) 2 (Py)(C 2 H 5 OH)] n (2). Structural analysis shows that although the two Cd-MOFs have the same six-coordinated distorted octahedron geometry of the Cd(II) centers and the similar framework structure, they have different coordinated polymerization unit symmetry and internal environment in the channels. Among them, the polymerization unit in the channel of Cd-MOFs 1 is centrosymmetric, while the polymerization unit in the channel of Cd-MOFs 2 is asymmetric. Compared with the free p-H 3 MOPhIDC ligand, the fluorescence peaks of the two Cd-MOFs in the solid-state have undergone a slightly red shiftand enhancement. This is due to the increased rigidity of the ligand after the coordination of the metal ions with the ligand, which reduces the energy loss of thermal vibration. The fluorescence enhancement of Cd-MOFs 1 is greater than that of 2, which is related to the symmetry of the coordination polymerization units in the two Cd-MOFs channels. In addition, Cd-MOFs 2 can highly sensitive sense 2,4-dinitrotoluen (DNP) and 2,4,6-trinitrophenol (TNP) through luminescence quenching effect, whereas 1 cannot. This result is due to the difference in the environment within their channels.

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Structural motifs of oxacalix[4]arene for molecular recognition of nitroaromatic explosives: Experimental and computational investigations of host-guest complexes

Cited by 23 publications

References 37 publications

Fluorescent cyclophanes and their applications

Fluorescent cyclophanes and their applications

Development of tBu-phenyl Acetamide Appended Thiacalix[4]arene as “Turn-ON” Fluorescent Probe for Selective Recognition of Hg(II) Ions

Channel regulation through solvents for Cd‐MOFs based on p‐methoxyphenyl imidazole dicarboxylate: Synthesis, crystal structure, fluorescence, and explosive identification

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