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卤代溶剂对9-芳基取代异喹啉鎓衍生物荧光性质影响的研究——案例分析

Studies About the Effect of Halogenated Solvents on the Fluorescence Properties of 9-Aryl-Substituted Isoquinolinium Derivatives - A Case Study.

作者信息

Groß Philipp, Ihmels Heiko

机构信息

Department of Chemistry and Biology, Center of Micro- and Nanochemistry and (Bio)Technology (Cµ), University of Siegen, Adolf-Reichwein-Str. 2, 57068, Siegen, Germany.

出版信息

J Fluoresc. 2025 Apr;35(4):2407-2414. doi: 10.1007/s10895-024-03691-z. Epub 2024 Apr 10.

Abstract

It was demonstrated that 9-aryl-substituted isoquinolinium derivatives have significantly increased fluorescence quantum yields in halogenated solvents, mostly pronounced in chloroalkanes, which appears to be specific for this type of solvents. Further analysis with selected halogenated solvents revealed that the type and number of halogen substituents and the dielectric constant of the solvent have a distinct impact on the emission quantum yield. The solvent effect is explained by a solvation of the charge shift (CS) state by attractive halogen-π interactions (halogen bond), which impedes the torsional relaxation of the excited state.

摘要

结果表明,9-芳基取代异喹啉鎓衍生物在卤代溶剂中荧光量子产率显著提高,在氯代烷烃中最为明显,这似乎是这类溶剂所特有的。对选定卤代溶剂的进一步分析表明,卤素取代基的类型和数量以及溶剂的介电常数对发射量子产率有显著影响。溶剂效应是通过吸引性卤素-π相互作用(卤素键)对电荷转移(CS)态的溶剂化来解释的,这阻碍了激发态的扭转弛豫。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/978c/12041096/b5a982a38439/10895_2024_3691_Fig1_HTML.jpg

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