AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems

Abstract Pyrazine derivatives DIPY, TETPY and CNDIPY have been designed and synthesized which form fluorescent supramolecular assemblies in mixed aqueous media due to their AIEE and ICT characteristics. Among all the derivatives, the assemblies of TETPY and CNDIPY show strong absorption in the visib...

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Autores principales:	Shruti Dadwal, Harnimarta Deol, Manoj Kumar, Vandana Bhalla
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2019
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/75fd1ec3a9ce44678a8e24df04e7f1ed
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spelling	oai:doaj.org-article:75fd1ec3a9ce44678a8e24df04e7f1ed2021-12-02T15:08:31ZAIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems10.1038/s41598-019-47588-52045-2322https://doaj.org/article/75fd1ec3a9ce44678a8e24df04e7f1ed2019-07-01T00:00:00Zhttps://doi.org/10.1038/s41598-019-47588-5https://doaj.org/toc/2045-2322Abstract Pyrazine derivatives DIPY, TETPY and CNDIPY have been designed and synthesized which form fluorescent supramolecular assemblies in mixed aqueous media due to their AIEE and ICT characteristics. Among all the derivatives, the assemblies of TETPY and CNDIPY show strong absorption in the visible region with high absorption coefficients, low HOMO-LUMO gap, and high photostability. Further, the supramolecular nanoassemblies of TETPY and CNDIPY show excellent potential to generate reactive oxygen species (ROS) under the visible light irradiation. Owing to their strong absorption in the visible region and ROS generation ability, the supramolecular nanoassemblies of TETPY and CNDIPY act as efficient photoredox catalytic systems for carrying out (a) oxidative amidation of aromatic aldehydes (b) hydroxylation of boronic acid and (c) oxidative homocoupling of benzylamines under mild conditions such as aqueous media, aerial environment, and natural sunlight as a source of irradiation. All the mechanistic investigations suggest the participation of in-situ generated ROS in the organic transformations upon light irradiation.Shruti DadwalHarnimarta DeolManoj KumarVandana BhallaNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 9, Iss 1, Pp 1-14 (2019)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Shruti Dadwal Harnimarta Deol Manoj Kumar Vandana Bhalla AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems
description	Abstract Pyrazine derivatives DIPY, TETPY and CNDIPY have been designed and synthesized which form fluorescent supramolecular assemblies in mixed aqueous media due to their AIEE and ICT characteristics. Among all the derivatives, the assemblies of TETPY and CNDIPY show strong absorption in the visible region with high absorption coefficients, low HOMO-LUMO gap, and high photostability. Further, the supramolecular nanoassemblies of TETPY and CNDIPY show excellent potential to generate reactive oxygen species (ROS) under the visible light irradiation. Owing to their strong absorption in the visible region and ROS generation ability, the supramolecular nanoassemblies of TETPY and CNDIPY act as efficient photoredox catalytic systems for carrying out (a) oxidative amidation of aromatic aldehydes (b) hydroxylation of boronic acid and (c) oxidative homocoupling of benzylamines under mild conditions such as aqueous media, aerial environment, and natural sunlight as a source of irradiation. All the mechanistic investigations suggest the participation of in-situ generated ROS in the organic transformations upon light irradiation.
format	article
author	Shruti Dadwal Harnimarta Deol Manoj Kumar Vandana Bhalla
author_facet	Shruti Dadwal Harnimarta Deol Manoj Kumar Vandana Bhalla
author_sort	Shruti Dadwal
title	AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems
title_short	AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems
title_full	AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems
title_fullStr	AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems
title_full_unstemmed	AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems
title_sort	aiee active nanoassemblies of pyrazine based organic photosensitizers as efficient metal-free supramolecular photoredox catalytic systems
publisher	Nature Portfolio
publishDate	2019
url	https://doaj.org/article/75fd1ec3a9ce44678a8e24df04e7f1ed
work_keys_str_mv	AT shrutidadwal aieeactivenanoassembliesofpyrazinebasedorganicphotosensitizersasefficientmetalfreesupramolecularphotoredoxcatalyticsystems AT harnimartadeol aieeactivenanoassembliesofpyrazinebasedorganicphotosensitizersasefficientmetalfreesupramolecularphotoredoxcatalyticsystems AT manojkumar aieeactivenanoassembliesofpyrazinebasedorganicphotosensitizersasefficientmetalfreesupramolecularphotoredoxcatalyticsystems AT vandanabhalla aieeactivenanoassembliesofpyrazinebasedorganicphotosensitizersasefficientmetalfreesupramolecularphotoredoxcatalyticsystems
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AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems

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