Exploration of intramolecular charge transfer in para-substituted nitrobenzofurazan: Experimental and theoretical analyses

Chérif, Imen; Raissi, Hanen; Abiedh, Khouloud; Gassoumi, Bouzid; Caccamo, Maria Teresa; Magazù, Salvatore; Saı̈d, Ayoub Haj; Hassen, F.; Boubaker, Taoufik; Ayachi, Sahbi

doi:10.1016/j.saa.2023.122939

Cited by 18 publications

(3 citation statements)

References 86 publications

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“…3D-Hirshfeld surface (HS) and 2D-fingerprint plot analyses have proven to be effective tools in determining the nature of intra- and intermolecular interaction in the crystalline form of the studied compound, utilizing well-defined color codes. − These analyses not only provide insights into the nature of interactions, but also efficiently represent the interaction sites where charge transfer between the two systems occurs. − …”

Section: Resultsmentioning

confidence: 99%

DFT-Computational Modeling and TiberCAD Frameworks for Photovoltaic Performance Investigation of Copper-Based 2D Hybrid Perovskite Solar Absorbers

Chouchen,

Mhadhbi,

Gassoumi

et al. 2024

ACS Omega

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Section: Resultsmentioning

confidence: 99%

DFT-Computational Modeling and TiberCAD Frameworks for Photovoltaic Performance Investigation of Copper-Based 2D Hybrid Perovskite Solar Absorbers

Chouchen,

Mhadhbi,

Gassoumi

et al. 2024

ACS Omega

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“…Recently, the hybrid functional B3LYP has been used to perform calculations on NBD derivatives. Consequently, some electrochemical and photo-physical properties have been accurately predicted in previous studies [ 19 , [36] , [37] , [38] , [39] ]. In line with these advancements, we have adopted the same approach to explore the properties of the materials under investigation.…”

Section: Methodsmentioning

confidence: 92%

A theoretical and electrochemical impedance spectroscopy study of the adsorption and sensing of selected metal ions by 4-morpholino-7-nitrobenzofuran

Chérif,

Gassoumi,

Ayachi

et al. 2024

Heliyon

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“…Methods of experimental and quantum chemistry have been widely used to evaluate the properties of NBD appended to morpholine, piperidine, pyrrolidine, and other electrophilic systems involving NBD-Cl, NBD-OCH 3 , and NBD-OC 6 H 5 …”

Section: Introductionmentioning

confidence: 99%

Linear and Nonlinear Optical Responses of Nitrobenzofurazan-Sulfide Derivatives: DFT-QTAIM Investigation on Twisted Intramolecular Charge Transfer

Abdelaziz,

Chérif,

Gassoumi

et al. 2023

J. Phys. Chem. A

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In this study, we report on the green fluorescence exhibited by nitrobenzofurazan-sulfide derivatives (NBD-S i , i = 1–4). The optical responses of these studied compounds in a polar methanol solvent were simulated by the use of time-dependent density functional theory (TD-DFT) employing the Becke-3-Parameter-Lee–Yang–Parr (B3LYP) functional along with the 6-31G(d,p) basis set. The computed energy and oscillator strength (f) results complement the experimental results. The band gap was calculated as the difference between the lowest unoccupied molecular orbital (LUMO) and the highest occupied molecular orbital (HOMO). Additionally, the density of states (DOS) was computed, providing a comprehensive understanding of the fundamental properties of these materials and further corroborating the experimental data. When the experimental data derived from ultraviolet/visible (UV/visible) and fluorescence spectroscopic techniques and those from simulated spectra are analyzed, the extracted values match up adequately. In addition, the NBD-sulfide compounds exhibit a large Stokes shift up to 85 nm in a polar methanol solvent. They are hypothesized to represent a novel paradigm of excited-state intramolecular charge transfer (ICT). To understand the intrinsic optical properties of NBD-S i materials, an ICT was identified, and its direction within the molecule was evaluated using the ratio of βvect and βtotal, values extracted from the computed nonlinear optical (NLO) properties. Moreover, the reduced density gradient (RDG)-based noncovalent interactions (NCIs) were employed to characterize the strength and type of NBD-Si interactions. Furthermore, noncovalent interactions were identified and categorized using the Quantum Theory of Atoms in Molecules (QTAIM) analysis. Ultimately, the combination of Hirshfeld surface analysis and DFT calculations was utilized to enhance the characterization and rationalization of these NCIs.

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Exploration of intramolecular charge transfer in para-substituted nitrobenzofurazan: Experimental and theoretical analyses

Cited by 18 publications

References 86 publications

DFT-Computational Modeling and TiberCAD Frameworks for Photovoltaic Performance Investigation of Copper-Based 2D Hybrid Perovskite Solar Absorbers

DFT-Computational Modeling and TiberCAD Frameworks for Photovoltaic Performance Investigation of Copper-Based 2D Hybrid Perovskite Solar Absorbers

A theoretical and electrochemical impedance spectroscopy study of the adsorption and sensing of selected metal ions by 4-morpholino-7-nitrobenzofuran

Linear and Nonlinear Optical Responses of Nitrobenzofurazan-Sulfide Derivatives: DFT-QTAIM Investigation on Twisted Intramolecular Charge Transfer

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