Theoretical investigation on the excited state intramolecular proton transfer in Me2N substituted flavonoid by the time-dependent density functional theory method

doi:10.1088/1674-1056/27/5/058201

中国物理B ›› 2018, Vol. 27 ›› Issue (5): 58201-058201.doi: 10.1088/1674-1056/27/5/058201

• INTERDISCIPLINARY PHYSICS AND RELATED AREAS OF SCIENCE AND TECHNOLOGY • 上一篇下一篇

Theoretical investigation on the excited state intramolecular proton transfer in Me₂N substituted flavonoid by the time-dependent density functional theory method

Hang Yin(尹航), Ying Shi(石英)

1 Institute of Atomic and Molecular Physics, Jilin University, Changchun 130012, China;
2 State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, China

收稿日期:2017-12-27 修回日期:2018-01-23 出版日期:2018-05-05 发布日期:2018-05-05
通讯作者: Ying Shi E-mail:shi_ying@jlu.edu.cn
基金资助:
Project supported by the National Basic Research Program of China (Grant No.2013CB922204),the National Natural Science Foundation of China (Grant Nos.11574115 and 11704146),and the Natural Science Foundation of Jilin Province,China (Grant No.20150101063JC).

Theoretical investigation on the excited state intramolecular proton transfer in Me₂N substituted flavonoid by the time-dependent density functional theory method

Hang Yin(尹航)^1,2, Ying Shi(石英)¹

1 Institute of Atomic and Molecular Physics, Jilin University, Changchun 130012, China;
2 State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, China

Received:2017-12-27 Revised:2018-01-23 Online:2018-05-05 Published:2018-05-05
Contact: Ying Shi E-mail:shi_ying@jlu.edu.cn
Supported by:
Project supported by the National Basic Research Program of China (Grant No.2013CB922204),the National Natural Science Foundation of China (Grant Nos.11574115 and 11704146),and the Natural Science Foundation of Jilin Province,China (Grant No.20150101063JC).

摘要/Abstract

摘要：

Time-dependent density functional theory (TDDFT) method is used to investigate the details of the excited state intramolecular proton transfer (ESIPT) process and the mechanism for temperature effect on the Enol^*/Keto^* emission ratio for the Me₂N-substited flavonoid (MNF) compound. The geometric structures of the S₀ and S₁ states are denoted as the Enol, Enol^*, and Keto^*. In addition, the absorption and fluorescence peaks are also calculated. It is noted that the calculated large Stokes shift is in good agreement with the experimental result. Furthermore, our results confirm that the ESIPT process happens upon photoexcitation, which is distinctly monitored by the formation and disappearance of the characteristic peaks of infrared (IR) spectra involved in the proton transfer and in the potential energy curves. Besides, the calculations of highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) reveal that the electronegativity change of proton acceptor due to the intramolecular charge redistribution in the S₁ state induces the ESIPT. Moreover, the thermodynamic calculation for the MNF shows that the Enol^*/Keto^* emission ratio decreasing with temperature increasing arises from the barrier lowering of ESIPT.

关键词: time-dependent density functional theory, excited state intramolecular proton transfer, intramolecular charge transfer, transition state

Abstract:

Key words: time-dependent density functional theory, excited state intramolecular proton transfer, intramolecular charge transfer, transition state

中图分类号: (Charge (electron, proton) transfer in biological systems)

82.39.Jn

31.15.ee (Time-dependent density functional theory) 82.20.Db (Transition state theory and statistical theories of rate constants) 87.15.ht (Ultrafast dynamics; charge transfer)

尹航, 石英. Theoretical investigation on the excited state intramolecular proton transfer in Me₂N substituted flavonoid by the time-dependent density functional theory method[J]. 中国物理B, 2018, 27(5): 58201-058201.

Hang Yin(尹航), Ying Shi(石英). Theoretical investigation on the excited state intramolecular proton transfer in Me₂N substituted flavonoid by the time-dependent density functional theory method[J]. Chin. Phys. B, 2018, 27(5): 58201-058201.

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Theoretical investigation on the excited state intramolecular proton transfer in Me₂N substituted flavonoid by the time-dependent density functional theory method

Theoretical investigation on the excited state intramolecular proton transfer in Me₂N substituted flavonoid by the time-dependent density functional theory method

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