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Investigation of Excited-State Intramolecular Proton Transfer and Structural Dynamics in Bis-Benzimidazole Derivative (BBM).
Xie, Junhan; Wang, Ziyu; Zhu, Ruixue; Jiang, Jiaming; Weng, Tsu-Chien; Ren, Yi; Han, Shuhua; Huang, Yifan; Liu, Weimin.
Affiliation
  • Xie J; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Wang Z; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Zhu R; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Jiang J; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Weng TC; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Ren Y; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Han S; Key Lab of Colloid and Interface Chemistry, Ministry of Education, Shandong University, Jinan 250100, China.
  • Huang Y; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
  • Liu W; School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.
Int J Mol Sci ; 24(11)2023 May 29.
Article in En | MEDLINE | ID: mdl-37298391
ABSTRACT
The bis-benzimidazole derivative (BBM) molecule, consisting of two 2-(2'-hydroxyphenyl) benzimidazole (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 spectroscopy and several time-resolved electronic spectroscopies, aided by quantum chemical calculations to investigate the detailed primary photodynamics of the BBM molecule. The results demonstrate that the ESIPT from BBM-enol* to BBM-keto* was observed in only one of the HBI halves with a time constant of 300 fs; after that, the rotation of the dihedral angle between the two HBI halves generated a planarized BBM-keto* isomer in 3 ps, leading to a dynamic redshift of BBM-keto* emission.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Protons / Benzimidazoles Language: En Journal: Int J Mol Sci Year: 2023 Type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Protons / Benzimidazoles Language: En Journal: Int J Mol Sci Year: 2023 Type: Article Affiliation country: China