Sensing Mechanism of Excited-State Intermolecular Hydrogen Bond for Phthalimide:Indispensable Role of Dimethyl Sulfoxide

• 作者: Dongdong Wang Tianxin Bai Xue Wang Yuting Xiong Yahui Zhang Zhenqiang Shi Fusheng Zhang Wenqi Lu Guangyan Qing
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2021,（5）
• 所属期刊栏目: Concise Reports
• 页码范围: 1113-1120
• 页数: 8页
• 语种: 英文
• DOI: 10.1002/cjoc.202000604

摘要

Main observation and conclusion Excited-state hydrogen bond strongly affects the intramolecular charge conversion process,which is very suitable for the design and development of high-performance fluorescent probes.However,as one of the most common solvents or additives used in sensing,the role of dimethyl sulfoxide (DMSO) in the system of the excited-state hydrogen bond is seldom explored.As the goal of this re-search,we investigated the sensing mechanism of a CORM3-green fluorescent probe system for carbon monoxide releasing molecule(CORM-3) detection and tracking in vivo,through quantum chemistry calculations based on density-functional-theory (DFT)/time-dependent density-functional-theory (TDDFT) methods.Based on the analysis of the solvent effect of DMSO by the reduced density gradient function and IR spectroscopy,we provided a new strategy to explain the fluorescence mechanism.Subsequently,we verified the result through the potential energy curve of Phthalimide (PTI,the reduced product of CORM3-green).The excited-state hydrogen bond between PTI and DMSO promotes radiation transition and leads to obvious difference in the photophysical properties of PTI and PTI-DMSO.