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甲氧基喹诺酮-苯并噻唑杂化物作为新型聚集诱导发光材料及高效的氰根离子荧光化学传感器

Methoxyquinolone-Benzothiazole Hybrids as New Aggregation-Induced Emission Luminogens and Efficient Fluorescent Chemosensors for Cyanide Ions.

作者信息

Mutis-Ayala Mario, Trilleras Jorge, D'Vries Richard, Macías Mario A, Insuasty Alberto, Abonia Rodrigo, Quiroga Jairo, Illicachi Luis A, Márquez Edgar, Insuasty Daniel

机构信息

Grupo de Investigación en Compuestos Heterocíclicos, Universidad del Atlántico, Puerto Colombia 081007, Colombia.

Grupo de Investigación en Química de Productos Naturales, Departamento de Química, Facultad de Ciencias Naturales, Exactas y de la Educación, Universidad del Cauca, Calle 5 # 4-70, Popayán 190003, Colombia.

出版信息

Int J Mol Sci. 2024 Nov 30;25(23):12896. doi: 10.3390/ijms252312896.

Abstract

This work describes the synthesis and characterization of new quinolone-benzothiazole hybrids, the study of their aggregation-induced emission (AIE) properties, and the use of these systems as efficient fluorescent probes for cyanide ions. These conjugated derivatives are linked through a double bond favoring electronic communication, and together with their planar geometry, can strongly aggregate under solvophobic environments, leading to aggregation and exhibiting significant AIE behavior. The double bond between electroactive units is prone to nucleophilic addition reactions by cyanide ions, selectively, conducive to turning off the fluorescence properties, making this hybrid system an efficient probe for cyanide ions. These studies were theoretically explained using DFT and TD-DFT calculations.

摘要

这项工作描述了新型喹诺酮 - 苯并噻唑杂化物的合成与表征、它们的聚集诱导发光(AIE)性质的研究,以及将这些体系用作氰离子高效荧光探针的应用。这些共轭衍生物通过有利于电子通讯的双键相连,并且连同它们的平面几何结构,在疏溶剂环境下能够强烈聚集,导致聚集并呈现出显著的AIE行为。电活性单元之间的双键易于被氰离子选择性地进行亲核加成反应,有利于关闭荧光性质,使得这种杂化体系成为一种高效的氰离子探针。这些研究通过密度泛函理论(DFT)和含时密度泛函理论(TD - DFT)计算从理论上进行了解释。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/342d/11641556/50f20b4d585f/ijms-25-12896-sch001.jpg

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