Catalytic activity and DNA binding applications of Benzhydrylpiperazine and p-Chloranil charge transfer complex: Synthesis, spectroscopic, and DFT studies

Mahipal, Varukolu; Baindla, Naveen; Gorle, Suresh; Manaiah, V.; Tigulla, Parthasarathy

doi:10.1016/j.cdc.2020.100474

Cited by 20 publications

(15 citation statements)

References 29 publications

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“…The replacement of the electron acceptor substituent -Cl in the chloranil segment with the electron-donor -OCH 3 leads to a significant redistribution of the electron density in the quinone ring, and, as a consequence, to the delocalization of electrons along the ring and C-Cl and C=O bonds. As a result, a significant shift of the bands occurs: stretching vibrations of C=O bonds from 1672 to 1653 cm −1 and C-Cl from 1110 to 1060 cm −1 [64][65][66].…”

Section: Study Of the Oxidation Of 2-methoxy-5-anilino-36-dichloro-14-benzoquinone (Madcb)mentioning

confidence: 99%

Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones

et al. 2021

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New oxidative polymerization monomers—diarylaminodichlorobenzoquinones were synthesised by alkylating aniline, m-phenylenediamine and methanilic acid with chloranil. Oxidative polymerization of diarylaminodichlorobenzoquinones was studied for the first time in relation to the concentration of the monomer, acid, and oxidant/monomer ratio. It was found that the synthesized monomers are highly active in the polymerization reaction, and the oxidation rate grows with the increase in the acid concentration. Only one arylamine group is involved in the polymerization reaction. The optimal oxidant/monomer ratio is stoichiometric for one arylamine group, despite the bifunctionality of the monomers. It was shown that the type of the substituent in the aniline ring (electron donor or electron acceptor) determines the growth of the polymer chain and the structure of the resulting conjugated polymers. A mechanism for the formation of active polymerization centers for diarylaminodichlorobenzoquinones was proposed. FTIR-, NMR-, X-ray photoelectron spectroscopy, and SEM were used to identify the structure of the synthesized monomers and polymers. The obtained polymers have an amorphous structure and a loose globular morphology. The frequency dependence of the electrical conductivity was studied.

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Section: Study Of the Oxidation Of 2-methoxy-5-anilino-36-dichloro-14-benzoquinone (Madcb)mentioning

confidence: 99%

Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones

et al. 2021

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“…CT interactions have been used in dendrimers, photocatalysts, optical communication, non-linear optical materials, optoelectronics, organic semiconductors, biosensors, electrical conductors, organic semiconductors, organic solar cells, and solar energy storage devices [ [7] , [8] , [9] , [10] , [11] , [12] , [13] , [14] , [15] , [16] , [17] , [18] , [19] , [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] , [28] , [29] , [30] , [31] , [32] , [33] , [34] , [35] , [36] , [37] , [38] , [39] , [40] , [41] , [42] , [43] , [44] , [45] , [46] , [47] ]. Complexation through the CT mechanism enables a long list of applications including studying binding mechanisms of pharmaceutical receptors, studying the pharmacodynamics and thermodynamics of molecules, and anti-inflammatory, antitumor, and antimicrobial studies [ [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] , [66] ]. Given the constant increase in the number and types of applications involvin...…”

Section: Introductionmentioning

confidence: 99%

Charge-transfer chemistry of azithromycin, the antibiotic used worldwide to treat the coronavirus disease (COVID-19). Part I: Complexation with iodine in different solvents

Adam

Saad

Alsuhaibani

et al. 2021

Journal of Molecular Liquids

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Around the world, the antibiotic azithromycin (AZM) is currently being used to treat the coronavirus disease (COVID-19) in conjunction with hydroxychloroquine or chloroquine. Investigating the chemical and physical properties of compounds used alone or in combination to combat the COVID-19 pandemic is of vital and pressing importance. The purpose of this study was to characterize the charge transfer (CT) complexation of AZM with iodine in four different solvents: CH 2 Cl 2 , CHCl 3 , CCl 4 , and C 6 H 5 Cl. AZM reacted with iodine at a 1:1 M ratio (AZM to I 2 ) in the CHCl 3 solvent and a 1:2 M ratio in the other three solvents, as evidenced by data obtained from an elemental analysis of the solid CT products and spectrophotometric titration and Job's continuous variation method for the soluble CT products. Data obtained from UV–visible and Raman spectroscopies indicated that AZM strongly interacted with iodine in the CH 2 Cl 2 , CCl 4 , and C 6 H 5 Cl solvents by a physically potent n→σ* interaction to produce a tri-iodide complex formulated as [AZM·I + ]I 3 − . XRD and TEM analyses revealed that, in all solvents, the AZM-I 2 complex possessed an amorphous structure composed of spherical particles ranging from 80 to 110 nm that tended to aggregate into clusters. The findings described in the present study will hopefully contribute to optimizing the treatment protocols for COVID-19.

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“…A great deal of research has been dedicated to CT interactions due to their wide range of applications in the fields of chemistry, biology, physics, biochemistry, medicine, pharmacology, material science, and industrial technology [ [7] , [8] , [9] , [10] , [11] , [12] , [13] , [14] , [15] , [16] ]. Specifically, in the pharmacology and biochemistry fields, CT interactions contribute to the study of antimicrobial, antitumorigenic, and anti-inflammatory agents, binding mechanisms of pharmaceutical receptors, the thermodynamics and pharmacodynamics of clinical candidate compounds, DNA binding, enzymatic reactions, drug delivery, and quantitively characterizing pharmaceuticals [ [17] , [18] , [19] , [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] , [28] , [29] , [30] , [31] , [32] , [33] , [34] , [35] ]. In the fields of material engineering and technology, CT interactions facilitate the development and optimization of solar energy storage devices, organic solar cells, organic semiconductors, electrical conductors, biosensors, optoelectronics, non-linear optical materials, optical communication, photocatalysts, dendrimers, and several other magnetic, optical, and electrical technologies [ [36] , [37] , [38] , [39] , [40] , [41] , [42] , [43] , [44] , [45] , [46] , [47] , [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] ,…”

Section: Introductionmentioning

confidence: 99%