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

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 iso...

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Autores principales: Broumidis, Emmanouil, Jones, Callum M. S., Koyioni, Maria, Kourtellaris, Andreas, Lloyd, Gareth O., Marques-Hueso, Jose, Koutentis, Panayiotis A., Vilela, Filipe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9040641/
https://www.ncbi.nlm.nih.gov/pubmed/35479566
http://dx.doi.org/10.1039/d1ra06263h
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author Broumidis, Emmanouil
Jones, Callum M. S.
Koyioni, Maria
Kourtellaris, Andreas
Lloyd, Gareth O.
Marques-Hueso, Jose
Koutentis, Panayiotis A.
Vilela, Filipe
author_facet Broumidis, Emmanouil
Jones, Callum M. S.
Koyioni, Maria
Kourtellaris, Andreas
Lloyd, Gareth O.
Marques-Hueso, Jose
Koutentis, Panayiotis A.
Vilela, Filipe
author_sort Broumidis, Emmanouil
collection PubMed
description 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.
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spelling pubmed-90406412022-04-26 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, Callum M. S. Koyioni, Maria Kourtellaris, Andreas Lloyd, Gareth O. Marques-Hueso, Jose Koutentis, Panayiotis A. Vilela, Filipe RSC Adv Chemistry 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. The Royal Society of Chemistry 2021-09-01 /pmc/articles/PMC9040641/ /pubmed/35479566 http://dx.doi.org/10.1039/d1ra06263h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Broumidis, Emmanouil
Jones, Callum M. S.
Koyioni, Maria
Kourtellaris, Andreas
Lloyd, Gareth O.
Marques-Hueso, Jose
Koutentis, Panayiotis A.
Vilela, Filipe
8,8′-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties
title 8,8′-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties
title_full 8,8′-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties
title_fullStr 8,8′-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties
title_full_unstemmed 8,8′-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties
title_short 8,8′-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1H)-one): a twisted photosensitizer with AIE properties
title_sort 8,8′-(benzo[c][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1h)-one): a twisted photosensitizer with aie properties
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9040641/
https://www.ncbi.nlm.nih.gov/pubmed/35479566
http://dx.doi.org/10.1039/d1ra06263h
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