Theoretical study on the mechanism for the excited-state double proton transfer process of an asymmetric Schiff base ligand

doi:10.1088/1674-1056/ac21c2

中国物理B ›› 2022, Vol. 31 ›› Issue (4): 48202-048202.doi: 10.1088/1674-1056/ac21c2

Theoretical study on the mechanism for the excited-state double proton transfer process of an asymmetric Schiff base ligand

Zhengran Wang(王正然), Qiao Zhou(周悄), Bifa Cao(曹必发), Bo Li(栗博), Lixia Zhu(朱丽霞), Xinglei Zhang(张星蕾), Hang Yin(尹航), and Ying Shi(石英)^†

Institute of Atomic and Molecular Physics, Jilin University, Changchun 130012, China

收稿日期:2021-07-16 修回日期:2021-08-15 接受日期:2021-08-27 出版日期:2022-03-16 发布日期:2022-03-21
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. 2019YFA0307701), the National Natural Science Foundation of China (Grant No. 11874180), and the Young and Middle-aged Scientific and Technological Innovation leaders and Team Projects in Jilin Province, China (Grant No. 20200301020RQ).

Theoretical study on the mechanism for the excited-state double proton transfer process of an asymmetric Schiff base ligand

Zhengran Wang(王正然), Qiao Zhou(周悄), Bifa Cao(曹必发), Bo Li(栗博), Lixia Zhu(朱丽霞), Xinglei Zhang(张星蕾), Hang Yin(尹航), and Ying Shi(石英)^†

Institute of Atomic and Molecular Physics, Jilin University, Changchun 130012, China

Received:2021-07-16 Revised:2021-08-15 Accepted:2021-08-27 Online:2022-03-16 Published:2022-03-21
Contact: Ying Shi E-mail:shi_ying@jlu.edu.cn
Supported by:
Project supported by the National Basic Research Program of China (Grant No. 2019YFA0307701), the National Natural Science Foundation of China (Grant No. 11874180), and the Young and Middle-aged Scientific and Technological Innovation leaders and Team Projects in Jilin Province, China (Grant No. 20200301020RQ).

摘要/Abstract

摘要： Excited-state double proton transfer (ESDPT) in the 1-[(2-hydroxy-3-methoxy-benzylidene)-hydrazonomethyl]-naphthalen-2-ol (HYDRAVH₂) ligand was studied by the density functional theory and time-dependent density functional theory method. The analysis of frontier molecular orbitals, infrared spectra, and non-covalent interactions have cross-validated that the asymmetric structure has an influence on the proton transfer, which makes the proton transfer ability of the two hydrogen protons different. The potential energy surfaces in both S₀ and S₁ states were scanned with varying O-H bond lengths. The results of potential energy surface analysis adequately proved that the HYDRAVH₂ can undergo the ESDPT process in the S₁ state and the double proton transfer process is a stepwise proton transfer mechanism. Our work can pave the way towards the design and synthesis of new molecules.

关键词: DFT/TDDFT, schiff base ligand, excited state intramolecular double proton transfer

Abstract: Excited-state double proton transfer (ESDPT) in the 1-[(2-hydroxy-3-methoxy-benzylidene)-hydrazonomethyl]-naphthalen-2-ol (HYDRAVH₂) ligand was studied by the density functional theory and time-dependent density functional theory method. The analysis of frontier molecular orbitals, infrared spectra, and non-covalent interactions have cross-validated that the asymmetric structure has an influence on the proton transfer, which makes the proton transfer ability of the two hydrogen protons different. The potential energy surfaces in both S₀ and S₁ states were scanned with varying O-H bond lengths. The results of potential energy surface analysis adequately proved that the HYDRAVH₂ can undergo the ESDPT process in the S₁ state and the double proton transfer process is a stepwise proton transfer mechanism. Our work can pave the way towards the design and synthesis of new molecules.

Key words: DFT/TDDFT, schiff base ligand, excited state intramolecular double proton transfer

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

82.39.Jn

31.15.ee (Time-dependent density functional theory) 87.15.ht (Ultrafast dynamics; charge transfer)

Zhengran Wang(王正然), Qiao Zhou(周悄), Bifa Cao(曹必发), Bo Li(栗博), Lixia Zhu(朱丽霞), Xinglei Zhang(张星蕾), Hang Yin(尹航), and Ying Shi(石英). Theoretical study on the mechanism for the excited-state double proton transfer process of an asymmetric Schiff base ligand[J]. 中国物理B, 2022, 31(4): 48202-048202.

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Theoretical study on the mechanism for the excited-state double proton transfer process of an asymmetric Schiff base ligand

Theoretical study on the mechanism for the excited-state double proton transfer process of an asymmetric Schiff base ligand

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