Ab initio investigation of excited state dual hydrogen bonding interactions and proton transfer mechanism for novel oxazoline compound

doi:10.1088/1674-1056/ab4042

Abstract Owing to the importance of excited state dynamical relaxation, the excited state intramolecular proton transfer (ESIPT) mechanism for a novel compound containing dual hydrogen bond (abbreviated as “1-enol”) is studied in this work. Using density functional theory (DFT) and time-dependent density functional theory (TDDFT) method, the experimental electronic spectra can be reproduced for 1-enol compound. We first verify the formation of dual intramolecular hydrogen bonds, and then confirm that the dual hydrogen bond should be strengthened in the first excited state. The photo-excitation process is analyzed by using frontier molecular orbital (HOMO and LUMO) for 1-enol compound. The obvious intramolecular charge transfer (ICT) provides the driving force to effectively facilitate the ESIPT process in the S₁ state. Exploration of the constructed S₀-state and S₁-state potential energy surface (PES) reveals that only the excited state intramolecular single proton transfer occurs for 1-enol system, which makes up for the deficiencies in previous experiment.

Keywords: excited state intramolecular proton transfer potential energy surface intramolecular charge transfer infrared vibrational spectra

Received: 07 June 2019
Revised: 24 August 2019
Accepted manuscript online:

PACS:	31.15.ee	(Time-dependent density functional theory)
	31.15.ae	(Electronic structure and bonding characteristics)
	31.15.es	(Applications of density-functional theory (e.g., to electronic structure and stability; defect formation; dielectric properties, susceptibilities; viscoelastic coefficients; Rydberg transition frequencies))

Fund: Project supported by the National Natural Science Foundation of China (Grant No. 11404112), the Funding Scheme for Young Teachers in Colleges and Universities in Henan Province, China (Grant No. 2017GGJS077), and the Key Scientific Research Project of Colleges and Universities of Henan Province, China (Grant No. 18A140023).

Corresponding Authors: Yu-Sheng Wang
E-mail: yswang7106@163.com

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Yu-Sheng Wang(王玉生), Min Jia(贾敏), Qiao-Li Zhang(张巧丽), Xiao-Yan Song(宋晓燕), Da-Peng Yang(杨大鹏) Ab initio investigation of excited state dual hydrogen bonding interactions and proton transfer mechanism for novel oxazoline compound 2019 Chin. Phys. B 28 103105

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Ab initio investigation of excited state dual hydrogen bonding interactions and proton transfer mechanism for novel oxazoline compound

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