8,8'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties.

8,8'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties.
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DOI:
10.1039/d1ra06263h
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发表时间:
2021-09-01
期刊:
影响因子:
3.9
通讯作者:
Vilela, Filipe
Vilela, Filipe
中科院分区:
化学3区
文献类型:
--
作者:
Broumidis, Emmanouil;Jones, Callum M. S.;Koyioni, Maria;Kourtellaris, Andreas;Lloyd, Gareth O.;Marques-Hueso, Jose;Koutentis, Panayiotis A.;Vilela, Filipe

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通过Suzuki-Miyaura Pd催化的8-碘喹啉-4(1H)-酮与苯并噻二唑(BTZ)联频哪醇硼酸酯的C-C交叉偶联反应,合成了一种新的BTZ发光体。快速反应(5分钟)以97%的产率得到空气、热和光稳定的产物,其为黄色沉淀,可以通过过滤分离。该发光体具有聚集诱导发射(AIE)特性,这归因于其光活性BTZ核和非平面几何结构。它还表现为在连续流动条件下产生单线态氧的分子异质光敏剂。通过Suzuki-Miyaura Pd催化的8-碘喹啉-4(1H)-酮与苯并噻二唑(BTZ)联频哪醇硼酸酯的C-C交叉偶联反应,合成了一种新的BTZ发光体。
A new benzothiadiazole (BTZ) luminogen is prepared via the Suzuki–Miyaura Pd-catalysed C–C cross-coupling of 8-iodoquinolin-4(1H)-one and a BTZ bispinacol boronic ester. The rapid reaction (5 min) affords the air-, thermo-, and photostable product in 97% yield as a yellow precipitate that can be isolated by filtration. The luminogen exhibits aggregated-induced emission (AIE) properties, which are attributed to its photoactive BTZ core and nonplanar geometry. It also behaves as a molecular heterogeneous photosensitizer for the production of singlet oxygen under continuous flow conditions. A new benzothiadiazole (BTZ) luminogen is prepared via the Suzuki–Miyaura Pd-catalysed C–C cross-coupling of 8-iodoquinolin-4(1H)-one and a BTZ bispinacol boronic ester.
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