Synthesis, characterization and spectrophotometric studies of charge transfer interaction between donor imidazole and π acceptor 2‚4-dinitro-1-naphthol in various polar solvents

Miyan, Lal; Qamar, Shamsul; Ahmad, Afaq

doi:10.1016/j.molliq.2016.10.126

Cited by 32 publications

(10 citation statements)

References 36 publications

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“…Apart from the disappearance of the peak at 849 cm −1 , the peak at 1180 cm −1 splits into two peaks at 1210 cm −1 and 1175 cm −1 , and symmetric stretching vibration of SO shifts from 1123 cm −1 to 1120 cm −1 . Moreover, the peak at 3470 cm −1 suggests the existence of ionic bond N + H···O − , and also the peak of NH in Im shows a downward shift from 3214 cm −1 to 3142 cm −1 . All the aforementioned changes indicate that acid–base neutralization occurred between Im and PTSA to form the equimolar salt, which correspond to the binary phase diagram.…”

Section: Resultsmentioning

confidence: 93%

Bifunctional imidazole‐PTSA deep eutectic solvent for synthesizing long‐chain ester IBIBE in reactive extraction

et al. 2018

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The traditional production of long‐chain organic esters like isobutyl isobutyrate (BIBE) suffers from severe problems due to the homogenous catalyst in process and complex system thermodynamics. In this work, an innovative bifunctional deep eutectic solvent (DES) is introduced, playing as both reaction catalyst and extraction solvent, to intensify the esterification process. The DES was formed by imidazole (Im) and p‐toluenesulfonic acid (PTSA), which was for the first time found acid–base tunable, represented by weak basic DES [3Im:PTSA] and strong acidic DES [Im:2PTSA]. The formation mechanisms of [3Im:PTSA] and [Im:2PTSA] were illustrated by Fourier‐transform infrared spectroscopy (FTIR) and COnductor‐like Screening MOdel for Real Solvent (COSMO‐RS) combined with the Im‐PTSA phase diagram. The dual functions of the acidic [Im:2PTSA] in reactive extraction were evaluated by σ‐potential analysis and esterification experiments. The high conversion, easy product separation, and good solvent reusability confirm the excellent catalytic and solvent effect of [Im:2PTSA]. © 2018 American Institute of Chemical Engineers AIChE J, 65: 675–683, 2019

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Section: Resultsmentioning

confidence: 93%

Bifunctional imidazole‐PTSA deep eutectic solvent for synthesizing long‐chain ester IBIBE in reactive extraction

et al. 2018

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“…The chosen polar solvents were utilized for the verification of the electron transfer mechanism of CTC. 40 The CTC was monitored as stable for more than 1 h due to the strong interaction in solution phase.…”

Section: Resultsmentioning

confidence: 99%

Charge Transfer Complex betweenO-Phenylenediamine and 2, 3-Dichloro-5, 6-Dicyano-1, 4-Benzoquinone: Synthesis, Spectrophotometric, Characterization, Computational Analysis, and its Biological Applications

et al. 2022

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UV–vis electronic absorption spectroscopy was used to investigate the new molecular charge transfer complex (CTC) interaction between electron donor O -phenylenediamine (OPD) and electron acceptor 2,3-dichloro-5,6-dicyano- p -benzoquinone (DDQ). The CTC solution state analysis was carried out by two different polarities. The stoichiometry of the prepared CTC was determined by using Job’s, photometric, and conductometric titration methods and was detemined to be 1:1 in both solvents (at 298 K). The formation constant and molar extinction coefficient were determined by applying the modified (1:1) Benesi–Hildebrand equation. The thermodynamic parameter Δ G ° result indicated that the charge transfer reaction was spontaneous.The stability of the synthesized CTC was evaluated by using different spectroscopic parameters like the energy, ionization potential, oscillator strength, resonance energy, dissociation energy, and transition dipole moment. The synthesized solid CTC was characterized by using different analytical methods, including elemental analysis, Fourier transform infrared, nuclear magnetic resonance, TGA-DTA, and powder X-ray diffraction. The biological evolution of the charge transfer (CT) complex was studied by using DNA binding and antibacterial analysis. The CT complex binding with calf thymus DNA through an intercalative mode was observed from UV–vis spectral study. The CT complex produced a good binding constant value (6.0 × 10 5 L.mol –1 ). The antibacterial activity of the CT complex shows notable activity compared to the standard drug, tetracycline. These results reveal that the CT complex may in future be used as a bioactive drug. The hypothetical DFT estimations of the CT complex supported the experimental studies.

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“…Reactions that involve the transfer of an electronically charged particle from an electron-rich donor (D) molecule to an electron-deficient acceptor (A) molecule (D → A) are known as charge transfer (CT) complexations or donor–acceptor interactions [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] . The unique physical, biological, chemical properties of the products resulting from CT interactions have gained the attention of researchers in both basic (physics, chemistry, biochemistry, biology) and applied (engineering, material science, industry, technology, pharmacology, medicine) sciences [28] , [29] , [30] , [31] , [32] , [33] , [34] , [35] , [36] , [37] , [38] , [39] , [40] , [41] , [42] , [43] , [44] , [45] , [46] , [47] , [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] , [66] , [67] , [68] , [69] , [70] , [71] , [72] , [73] , [74] , [75] , [76] , [77] , [78] , [79] , [80] , [21] ,…”

Section: Introductionmentioning

confidence: 99%

Charge-transfer chemistry of two corticosteroids used adjunctively to treat COVID-19. Part I: Complexation of hydrocortisone and dexamethasone donors with DDQ acceptor in five organic solvents

Adam

Saad

Refat

et al. 2022

Journal of Molecular Liquids

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Synthesis, characterization and spectrophotometric studies of charge transfer interaction between donor imidazole and π acceptor 2‚4-dinitro-1-naphthol in various polar solvents

Cited by 32 publications

References 36 publications

Bifunctional imidazole‐PTSA deep eutectic solvent for synthesizing long‐chain ester IBIBE in reactive extraction

Bifunctional imidazole‐PTSA deep eutectic solvent for synthesizing long‐chain ester IBIBE in reactive extraction

Charge Transfer Complex betweenO-Phenylenediamine and 2, 3-Dichloro-5, 6-Dicyano-1, 4-Benzoquinone: Synthesis, Spectrophotometric, Characterization, Computational Analysis, and its Biological Applications

Charge-transfer chemistry of two corticosteroids used adjunctively to treat COVID-19. Part I: Complexation of hydrocortisone and dexamethasone donors with DDQ acceptor in five organic solvents

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