Spectrophotometric, Thermodynamic and Density Functional Studies of Charge Transfer Complex Between Benzhydryl Piperazine and 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Palnati, Manoj Kumar; Baindla, Naveen; Tigulla, Parthasarathy

doi:10.1007/s10953-018-0767-3

Cited by 15 publications

(5 citation statements)

References 27 publications

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“…At 588 nm, in CTC1 [(1-CYHP)(DDQ)] the acceptor concentration (5 × 10 -4 M) was fixed, while the donor concentration (5 × 10 -4 M to 1 × 10 -4 M) was varied. In CTC2 [(1-CYHP)(CHL)], at 557 nm, the acceptor concentration was also fixed (5 × 10 -4 M), but the donor concentration was changed from 5 × 10 -4 M to 1 × 10 -4 M. The absorbance of CT complexes rises at the same time, which is consistent with the existence of a persistent reddish brown colour for CTC1 and for CTC2 a purple colour at all doses of 1-cyclohexylpiperazine [28]. From the Benesi-Hildebrand equation (eqn.…”

Section: Resultsmentioning

confidence: 54%

Charge Transfer Complexes of 1-Cyclohexylpiperazine as Donor with 2,3-Dichloro-5,6-dicyano-p-benzoquinone and 2,3,5,6-Tetra chloro-p-benzoquinone as Acceptors: A Comparative Studies of Spectroscopic, Thermodynamic and DFT Analysis

Abbu,

Nampally,

Pagadala

et al. 2024

ajc

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Novel 1-cyclohexylpiperazine charge transfer compounds, acting as donors, were investigated in conjunction with the π-acceptors 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and 2,3,5,6-tetrachloro-p-benzoquinone (CHL) through spectrophotometric analysis at room temperature in acetonitrile. The Benesi-Hildebrand equation was applied to determine the molar extinction coefficient (ε) and stability constant (KCT) for both charge transfer (CT) complexes, each exhibiting a 1:1 molar composition. The infrared (IR) spectroscopy confirmed the presence of CT complexes and these complexes were further evaluated for their pharmacological potential in DNA binding studies, revealing their interaction with DNA through intercalation. The density functional theory (DFT) analysis provided insights into bond lengths, bond angles, Mulliken atomic charges, molecular electrostatic potential (MEP) maps and the highest occupied molecular orbital to the lowest unoccupied molecular orbital (HOMO-LUMO) characteristics of the CT complexes.

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Section: Resultsmentioning

confidence: 54%

Charge Transfer Complexes of 1-Cyclohexylpiperazine as Donor with 2,3-Dichloro-5,6-dicyano-p-benzoquinone and 2,3,5,6-Tetra chloro-p-benzoquinone as Acceptors: A Comparative Studies of Spectroscopic, Thermodynamic and DFT Analysis

Abbu,

Nampally,

Pagadala

et al. 2024

ajc

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“…The π-electrons were involved in electron donation toward acceptor by increasing the temperature, and this was noticed by a visible color change (from red–brown to yellow). 39 Finally, a single absorption band (monowavelength) was monitored and changed to a yellowish color. The chosen polar solvents were utilized for the verification of the electron transfer mechanism of CTC.…”

Section: Resultsmentioning

confidence: 99%

“…At low temperatures, a lone pair of N atoms actively participated in the donation. The π-electrons were involved in electron donation toward acceptor by increasing the temperature, and this was noticed by a visible color change (from red–brown to yellow) . Finally, a single absorption band (monowavelength) was monitored and changed to a yellowish color.…”

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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“…Multicharge transfer bands at 424.71, 378.37, and 285.17 nm do not exist in the spectra of the free donors or free acceptors. The transitions relate to the electronic transitions from the HOMO to the LUMO [ 32 ].…”

Section: Resultsmentioning

confidence: 99%

Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-dicyano-p-benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies

et al. 2021

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The reactions of ketotifen fumarate (KT) with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) as π acceptors to form charge transfer (CT) complexes were evaluated in this study. Experimental and theoretical approaches, including density function theory (DFT), were used to obtain the comprehensive, reliable, and accurate structure elucidation of the developed CT complexes. The CT complexes (KT-DDQ and KT-TCNQ) were monitored at 485 and 843 nm, respectively, and the calibration curve ranged from 10 to 100 ppm for KT-DDQ and 2.5 to 40 ppm for KT-TCNQ. The spectrophotometric methods were validated for the determination of KT, and the stability of the CT complexes was assessed by studying the corresponding spectroscopic physical parameters. The molar ratio of KT:DDQ and KT:TCNQ was estimated at 1:1 using Job’s method, which was compatible with the results obtained using the Benesi–Hildebrand equation. Using these complexes, the quantitative determination of KT in its dosage form was successful.

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Spectrophotometric, Thermodynamic and Density Functional Studies of Charge Transfer Complex Between Benzhydryl Piperazine and 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Cited by 15 publications

References 27 publications

Charge Transfer Complexes of 1-Cyclohexylpiperazine as Donor with 2,3-Dichloro-5,6-dicyano-p-benzoquinone and 2,3,5,6-Tetra chloro-p-benzoquinone as Acceptors: A Comparative Studies of Spectroscopic, Thermodynamic and DFT Analysis

Charge Transfer Complexes of 1-Cyclohexylpiperazine as Donor with 2,3-Dichloro-5,6-dicyano-p-benzoquinone and 2,3,5,6-Tetra chloro-p-benzoquinone as Acceptors: A Comparative Studies of Spectroscopic, Thermodynamic and DFT Analysis

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 Complexes of Ketotifen with 2,3-Dichloro-5,6-dicyano-p-benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies

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