- Nitrostyrene-Modified 2-(2-Hydroxyphenyl)benzothiazole: Enol-Emission Solvatochromism by ESICT-ESIPT and Aggregation-Induced Emission Enhancement
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Excited-state intramolecular charge transfer (ESICT) and excited-state intramolecular proton transfer (ESIPT) are two competitive reactions that occur in the excited states of organic dyes that contain intramolecular hydrogen-bonds and electron acceptors and donors. Determining the mechanisms of these processes is key to understanding their multiple emission features, as the manner in which these processes interact can be modulated by modifying the dye structure. In addition, donor–π–acceptor (D–π–A) molecules often suffer from aggregation-induced quenching. Herein, we report the synthesis of three nitrophenyl-modified 2-(2-hydroxyphenyl)benzothiazole (HBT) derivatives, HBT-s-NO2, HBT-d-NO2, and HBT-t-NO2, which have C?C, C=C, and C≡C bonds between their HBT and nitrophenyl moieties, respectively. Compared with the enol emissions from HBT-s-NO2 and HBT-t-NO2, that from HBT-d-NO2 exhibits outstanding solvatochromism owing to consecutive ESICT-ESIPT. In addition, X-ray diffraction reveals that despite the highly planar and polar nature of HBT-d-NO2, which is strongly H-aggregated, it exhibits highly efficient fluorescence. Hence, this study provides new insight into the design of ESICT/ESIPT-coupled systems and for engendering planar dipolar molecules with excellent emission properties in the solid state.
- Niu, Yahui,Wang, Rong,Shao, Panlin,Wang, Yuxiu,Zhang, Yanrong
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- Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis
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This report presents the oxygenation of C-H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C-O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C-O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.
- Paul, Amrita,Shah, Sk. Sheriff,Shee, Maniklal,Singh, Amit Kumar,Singh, N. D. Pradeep
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p. 3426 - 3439
(2020/03/23)
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- Design, selection, and characterization of thioflavin-based intercalation compounds with metal chelating properties for application in alzheimer's disease
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Metal chelation is considered a rational therapeutic approach for interdicting Alzheimer's amyloid pathogenesis. At present, enhancing the targeting and efficacy of metal-ion chelating agents through ligand design isa main strategy in the development of t
- Rodriguez-Rodriguez, Cristina,Groot, Natalia Sanchez de,Rimola, Albert,Alvarez-Larena, Angel,Lloveras, Vega,et al.
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experimental part
p. 1436 - 1451
(2009/07/30)
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