Unveiling the effects of atomic electronegativity on ESIPT behaviors for FQ-OH system: A theoretical study

Yang, Dapeng; Yang, Wenpeng; Tian, Yanshan; Lv, Jian

doi:10.1016/j.saa.2022.122007

Cited by 8 publications

(7 citation statements)

References 48 publications

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“…Inspired by previous literatures, [36–39] in this part, we mainly use the alternative atomic electronegativity of oxygen group to explore the photoexcitation of 2P3HBQ derivatives and their excited state reaction behaviors. Here, we should emphasize that the main reason to study the effect of the electronegativity of oxygen main element on the excited state of molecules is that the replacement of N−H by oxygen main element often brings more favorable effects on the original molecular main structure [61–63] .…”

Section: Resultsmentioning

confidence: 99%

“…Inspired by previous literatures, [36][37][38][39] in this part, we mainly use the alternative atomic electronegativity of oxygen group to explore the photoexcitation of 2P3HBQ derivatives and their excited state reaction behaviors. Here, we should emphasize…”

Section: Atomic-electronegativity-controlled Excited-state Behaviormentioning

confidence: 99%

“…It is well known that the change of solvent environment will bring great influence on the properties of solute molecules in both S 0 and S 1 states, especially the different solvent polarity determines the dynamic behavior of molecules in the excited state in a large degree [33–35] . In addition, as another regulation method widely studied at present, the change of atomic electronegativity can also determine the difficulty of excited state reaction behavior to a certain extent [36–39] . Based on these two possible potential regulation modes, in this work, we mainly focus on uncovering and regulating the excited state behaviors for 2P3HBQ and its atomic‐electronegativity‐associated 2P3HBQ derivatives (i. e., 2P3HBQ‐O, 2P3HBQ‐S and 2P3HBQ‐Se).…”

Section: Introductionmentioning

confidence: 99%

“…[33][34][35] In addition, as another regulation method widely studied at present, the change of atomic electronegativity can also determine the difficulty of excited state reaction behavior to a certain extent. [36][37][38][39] Based on these two possible potential regulation modes, in this work, we mainly focus on uncovering and regulating the excited state behaviors for 2P3HBQ and its atomic-electronegativity-associated 2P3HBQ derivatives (i. e., 2P3HBQ-O, 2P3HBQ-S and 2P3HBQ-Se). By means of reasonable calculations, we propose the novel solvent polar-dependent and atomic electronegativity-regulated ESIPT behaviors of 2P3HBQ system.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Insights into Hydrogen Bonding Effect as Well as Excited State Intramolecular Proton Transfer Associated with Solvent Polarity and Atomic Electronegativity for 2‐Phenyl‐3‐Hydroxybenzo[g]quinolone

Zhao

Fan

et al. 2023

ChemistrySelect

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Inspired by the excellent photochemical properties of 3hydroxyflavone and its derivatives, in this work, the novel 2phenyl-3-hydroxybenzo[g]quinolone (2P3HBQ) fluorophore is explored about its photo-induced behaviors. By investigating the photoexcitation characteristics in different solvents as well as the substituted atomic electronegativity (O!S!Se), the solvent-polarity-related and atomic-electronegativity-dependent photo-induced hydrogen bond of 2P3HBQ and its derivatives (2P3HBQ-O, 2P3HBQ-S and 2P3HBQ-Se) indicates the S 1state hydrogen bonding interactions could be enhanced. Particularly, the nonpolar solvent environment and low atomic electronegativity substitution play large roles in strengthening hydrogen bonding effects. Charge reorganization stemming from photoexcitation, strengthening excited state hydrogen bond effects, and the intramolecular charge transfer (ICT) via frontier molecular orbitals (MOs) further reveals the excited state intramolecular proton transfer (ESIPT) tendency. Via the manner of constructing potential energy curves (PECs) with restricted optimization, we elaborate and reveal the novel solvent-polarity-regulated and the atomic-electronegativitycontrolled ESIPT dynamical behaviors.

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Section: Resultsmentioning

confidence: 99%

Section: Atomic-electronegativity-controlled Excited-state Behaviormentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Insights into Hydrogen Bonding Effect as Well as Excited State Intramolecular Proton Transfer Associated with Solvent Polarity and Atomic Electronegativity for 2‐Phenyl‐3‐Hydroxybenzo[g]quinolone

Zhao

Fan

et al. 2023

ChemistrySelect

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“…Considering its excellent application prospect and unique photochemical properties, in this work, we design a novel ONIP sensor possessing ESIPT feature theoretically based on the molecular framework of ONIP1 structure. In addition, as far as we know, in addition to using conventional means to regulate ESIPT molecules (i.e., changing solvent polarity, protic activity, and pH value of solvent molecules), appropriate changes in atomic electronegativity can also effectively promote and regulate ESIPT behavior of target complex molecules, so as to produce stronger long‐wave emission behavior 16–18 . Inspired by related classical studies on electronegativity‐regulated excited state properties, in this work, we mainly devote to explore the influence of atomic electronegativity on ESIPT properties and relative photo‐physical photo‐induced behaviors for ONIP compound.…”

Section: Introductionmentioning

confidence: 99%

Insights into atomic‐electronegativity‐controlled excited state intramolecular proton transfer behavior for the novel oxazolonapthoimidazo[1,2‐a]‐pyridine (ONIP) compound: A time‐dependent density functional theory study

Liu

Zhao

et al. 2023

J of Physical Organic Chem

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In this work, we mainly focus on probing into the effects of atomic electronegativity on photo-induced hydrogen bond (i.e., O-HÁÁÁN) effects and excited state intramolecular proton transfer (ESIPT) processes for a novel fluorescent chemical probe ONIP derivatives (i.e., ONIP-O, ONIP-S, and ONIP-Se). First, insights into optimized structural geometries and related infrared vibrational spectra, we clarify that the hydrogen bond O-HÁÁÁN interaction could be strengthened via photoexcitation. Further, via predicting hydrogen bonding energy E HB , we quantificationally present that the S 1 -state hydrogen bonding strengthening behavior should be more distinct with lower atomic electronegativity. When it comes to vertical photo-induced excitation, the intramolecular charge transfer process happens and the charge redistribution plays roles in promoting ESIPT behavior. It is worth mentioning the energy gap between highest occupied molecular orbital and lowest unoccupied molecular orbital show that low atomic electronegativity should be more favorable to ESIPT process. Finally, based on the restricted optimization method, we construct the potential energy curves along with hydrogen bond wire for ONIP-O, ONIP-S, and ONIP-Se. By exploring the conformation of potential energy curves and potential energy barriers, we disclose the detailed atomic-electronegativity-controlled ESIPT dynamical behaviors for ONIP system.atomic electronegativity, charge redistribution, excited-state intramolecular proton transfer, hydrogen bond interaction, IR vibrational spectra | INTRODUCTIONConsidering that hydrogen bond effect plays the most important role in various branches of science, we cannot deny that hydrogen bond interaction has become an indispensable research topic in the field of science. [1][2][3] After decades of research and development, it is not difficult to find that many physical chemists and biologists have been able to basically clarify the hydrogen bonding in the ground state (S 0 ) through the continuous exploration of combining theory and experiment. Although it cannot be denied that hydrogen bond interactions get very complicated when they are excited via light, the changes in the interactions are often completely different from the

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Theoretical study of atomic electronegativity effects on the excited‐state behavior of fluorescent compounds of citrinin

Gao,

Lv,

Cai

et al. 2024

J of Physical Organic Chem

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The present work focuses on the light‐induced behavior of citrinin derivatives in relation to atomic electronegativity. A detailed theoretical study on the photophysical properties and excited‐state behavior of fluorescent compounds of citrinin (Cit‐O, Cit‐S, and Cit‐Se, with different atomic electronegativity) has been conducted, and the effect of electronegativity on the proton transfer in this system has been explained. First, the relevant hydrogen bond parameters and infrared vibrational spectra of the optimized geometrical configurations have been insightfully investigated. It is elucidated that the hydrogen bond is strengthened after photoexcitation, and it provides a driving force for excited‐state intramolecular proton transfer (ESIPT). In addition, the frontier molecular orbitals were analyzed, and the intramolecular charge transfer process in all Cit systems, the phenomenon of charge redistribution, facilitates the ESIPT reaction. By constructing potential energy surfaces for different transfer paths, the atomic electronegativity impact on the ESIPT dynamical behavior of the Cit system was determined. This work clarifies the mechanism of the intramolecular proton transfer process in the excited state of citrinin molecules and complements the theoretical study of the atomic electronegativity‐regulated citrinin system, which provides a corresponding theoretical basis for the design and synthesis of new luminescence‐adjustable citrinin systems.

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Unveiling the effects of atomic electronegativity on ESIPT behaviors for FQ-OH system: A theoretical study

Cited by 8 publications

References 48 publications

Insights into Hydrogen Bonding Effect as Well as Excited State Intramolecular Proton Transfer Associated with Solvent Polarity and Atomic Electronegativity for 2‐Phenyl‐3‐Hydroxybenzo[g]quinolone

Insights into Hydrogen Bonding Effect as Well as Excited State Intramolecular Proton Transfer Associated with Solvent Polarity and Atomic Electronegativity for 2‐Phenyl‐3‐Hydroxybenzo[g]quinolone

Insights into atomic‐electronegativity‐controlled excited state intramolecular proton transfer behavior for the novel oxazolonapthoimidazo[1,2‐a]‐pyridine (ONIP) compound: A time‐dependent density functional theory study

Theoretical study of atomic electronegativity effects on the excited‐state behavior of fluorescent compounds of citrinin

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