Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Investigation of Excited State Intramolecular Proton Transfer and Structural Dynamics in Bis-benzimidazole Derivative (BBM) Using Femtosecond Stimulated Raman Spectroscopy

Version 1 : Received: 24 April 2023 / Approved: 25 April 2023 / Online: 25 April 2023 (07:10:11 CEST)

A peer-reviewed article of this Preprint also exists.

Xie, J.; Wang, Z.; Zhu, R.; Jiang, J.; Weng, T.-C.; Ren, Y.; Han, S.; Huang, Y.; Liu, W. Investigation of Excited-State Intramolecular Proton Transfer and Structural Dynamics in Bis-Benzimidazole Derivative (BBM). Int. J. Mol. Sci. 2023, 24, 9438. Xie, J.; Wang, Z.; Zhu, R.; Jiang, J.; Weng, T.-C.; Ren, Y.; Han, S.; Huang, Y.; Liu, W. Investigation of Excited-State Intramolecular Proton Transfer and Structural Dynamics in Bis-Benzimidazole Derivative (BBM). Int. J. Mol. Sci. 2023, 24, 9438.

Abstract

Bis-benzimidazole derivative (BBM) molecule, consisting of two 2-(2’-Hydroxyphenyl) benzim-idazole (HBI) halves, has been synthesized and successfully utilized as a ratiometric fluorescence sensor for the sensitive detection of Cu2+ based on enol-keto excited state intramolecular proton transfer (ESIPT). In this study, we strategically implement femtosecond stimulated Raman spec-troscopy and several time-resolved electronic spectroscopies, aided by quantum chemical calcula-tions to investigate the detailed primary photodynamics of BBM molecule. The results demonstrate that the ESIPT from BBM-enol* to BBM-keto* was observed in only one of HBI halves with a time constant of 300 fs, after that, the rotation of the dihedral angle between two HBI halves generate a planarized BBM-keto* isomer in 3 ps, leading to dynamics red shift of BBM-keto* emission.

Keywords

excited state intramolecular proton transfer; structural dynamics; transient absorption; femtosecond fluorescence up-conversion; femtosecond stimulated Raman spectroscopy

Subject

Chemistry and Materials Science, Physical Chemistry

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