Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores

A series of new α-(N-biphenyl)-substituted 2,2′-bipyridines were obtained through the combination of the ipso-nucleophilic aromatic substitution of the C5-cyano group, aza-Diels–Alder and Suzuki cross-coupling reactions, starting from 5-cyano-1,2,4-triazines. For the obtained compounds, photophysica...

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Autores principales: Starnovskaya, Ekaterina S., Kopchuk, Dmitry S., Khasanov, Albert F., Taniya, Olga S., Nikonov, Igor L., Valieva, Maria I., Pavlyuk, Dmitry E., Novikov, Alexander S., Zyryanov, Grigory V., Chupakhin, Oleg N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9608819/
https://www.ncbi.nlm.nih.gov/pubmed/36296472
http://dx.doi.org/10.3390/molecules27206879
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author Starnovskaya, Ekaterina S.
Kopchuk, Dmitry S.
Khasanov, Albert F.
Taniya, Olga S.
Nikonov, Igor L.
Valieva, Maria I.
Pavlyuk, Dmitry E.
Novikov, Alexander S.
Zyryanov, Grigory V.
Chupakhin, Oleg N.
author_facet Starnovskaya, Ekaterina S.
Kopchuk, Dmitry S.
Khasanov, Albert F.
Taniya, Olga S.
Nikonov, Igor L.
Valieva, Maria I.
Pavlyuk, Dmitry E.
Novikov, Alexander S.
Zyryanov, Grigory V.
Chupakhin, Oleg N.
author_sort Starnovskaya, Ekaterina S.
collection PubMed
description A series of new α-(N-biphenyl)-substituted 2,2′-bipyridines were obtained through the combination of the ipso-nucleophilic aromatic substitution of the C5-cyano group, aza-Diels–Alder and Suzuki cross-coupling reactions, starting from 5-cyano-1,2,4-triazines. For the obtained compounds, photophysical and fluorosolvatochromic properties were studied. Fluorophores 3l and 3b demonstrated unexpected AIEE activity, while 3a and 3h showed promising nitroexplosive detection abilities.
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spelling pubmed-96088192022-10-28 Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores Starnovskaya, Ekaterina S. Kopchuk, Dmitry S. Khasanov, Albert F. Taniya, Olga S. Nikonov, Igor L. Valieva, Maria I. Pavlyuk, Dmitry E. Novikov, Alexander S. Zyryanov, Grigory V. Chupakhin, Oleg N. Molecules Article A series of new α-(N-biphenyl)-substituted 2,2′-bipyridines were obtained through the combination of the ipso-nucleophilic aromatic substitution of the C5-cyano group, aza-Diels–Alder and Suzuki cross-coupling reactions, starting from 5-cyano-1,2,4-triazines. For the obtained compounds, photophysical and fluorosolvatochromic properties were studied. Fluorophores 3l and 3b demonstrated unexpected AIEE activity, while 3a and 3h showed promising nitroexplosive detection abilities. MDPI 2022-10-13 /pmc/articles/PMC9608819/ /pubmed/36296472 http://dx.doi.org/10.3390/molecules27206879 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Starnovskaya, Ekaterina S.
Kopchuk, Dmitry S.
Khasanov, Albert F.
Taniya, Olga S.
Nikonov, Igor L.
Valieva, Maria I.
Pavlyuk, Dmitry E.
Novikov, Alexander S.
Zyryanov, Grigory V.
Chupakhin, Oleg N.
Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores
title Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores
title_full Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores
title_fullStr Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores
title_full_unstemmed Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores
title_short Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push–Pull Fluorophores
title_sort synthesis and photophysical properties of α-(n-biphenyl)-substituted 2,2′-bipyridine-based push–pull fluorophores
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9608819/
https://www.ncbi.nlm.nih.gov/pubmed/36296472
http://dx.doi.org/10.3390/molecules27206879
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