8,8'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): A Twisted Photosensitizer with AIE Properties

Broumidis, Emmanouil, Jones, Gareth, Koyioni, Maria , Kourtellaris, Andreas, Lloyd, Gareth, Marques-Hueso, Jose, Koutentis, Panayiotis and Vilela, Filipe (2021) 8,8'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): A Twisted Photosensitizer with AIE Properties. RSC Advances, 11 . pp. 29102-29107. ISSN 2046-2069

Full content URL: https://pubs.rsc.org/en/content/articlelanding/202...

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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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Abstract

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

Keywords:photosensitizer, AIE Aggregation induced emission, singlet oxygen
Subjects:F Physical Sciences > F200 Materials Science
F Physical Sciences > F131 Crystallography
F Physical Sciences > F160 Organic Chemistry
F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
ID Code:46321
Deposited On:03 Sep 2021 09:45

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