Theoretical revealing regulated ESIPT behaviors by atomic electronegativity for quercetin fluorophore

Zhao, Jinfeng; Jin, Bing; Tang, Zhe

doi:10.1016/j.cplett.2022.140194

Cited by 4 publications

(1 citation statement)

References 62 publications

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“…1,2 In recent years, a large number of researchers have devoted themselves to the experimental and theoretical research on ESIPT. [3][4][5][6][7][8][9][10][11][12] Due to the large Stokes shift, absorption and fluorescence spectrum can effectively avoid interference from other fluorescent materials. The substituent and solvation simulation on ESIPT mechanism of fluorescent molecules have been prevailed in many fields, such as chemical sensor, [13][14][15] molecular switch, 16,17 and laser dye.…”

Section: Introductionmentioning

confidence: 99%

Electronegativity effect on the ESIPT process of 4′‐N,N‐dimethylamino‐3‐hydroxyflavone (DMA3HF) and its derivatives

Liu,

Han,

Wang

et al. 2023

J of Physical Organic Chem

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Abstract4′‐N,N‐dimethylamino‐3‐hydroxyflavone (DMA3HF) has antioxidant activity and excited state proton transfer (ESIPT) property. In this study, the influence of electronegativity on the ESIPT process has been studied by DFT/TD‐DFT methods. Except DMA3HF, the substitutes of S and Se have been designed. The analysis of main bond parameters, infrared vibration spectra, and reduced density gradient function shows that the reduction of atomic electronegativity could promote the ESIPT process. Dihedral angle, frontier molecular orbitals and hole‐electron analysis indicate that the twisted intramolecular charge transfer (TICT) process has been enhanced by the decreasing electronegativity. The results show that the decrease of atomic electronegativity is beneficial to TICT and ESIPT processess.

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Section: Introductionmentioning

confidence: 99%

Electronegativity effect on the ESIPT process of 4′‐N,N‐dimethylamino‐3‐hydroxyflavone (DMA3HF) and its derivatives

Liu,

Han,

Wang

et al. 2023

J of Physical Organic Chem

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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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Effects of atomic electronegativity on the ESIPT process and photophysical properties of naphthalene derivatives

Dong,

Ma,

Wang

et al. 2024

Chemical Physics Letters

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Theoretical revealing regulated ESIPT behaviors by atomic electronegativity for quercetin fluorophore

Cited by 4 publications

References 62 publications

Electronegativity effect on the ESIPT process of 4′‐N,N‐dimethylamino‐3‐hydroxyflavone (DMA3HF) and its derivatives

Electronegativity effect on the ESIPT process of 4′‐N,N‐dimethylamino‐3‐hydroxyflavone (DMA3HF) and its derivatives

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

Effects of atomic electronegativity on the ESIPT process and photophysical properties of naphthalene derivatives

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