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


ABSTRACT: 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.

SUBMITTER: Starnovskaya ES 

PROVIDER: S-EPMC9608819 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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Synthesis and Photophysical Properties of α-(<i>N</i>-Biphenyl)-Substituted 2,2'-Bipyridine-Based Push-Pull Fluorophores.

Starnovskaya Ekaterina S ES   Kopchuk Dmitry S DS   Khasanov Albert F AF   Taniya Olga S OS   Nikonov Igor L IL   Valieva Maria I MI   Pavlyuk Dmitry E DE   Novikov Alexander S AS   Zyryanov Grigory V GV   Chupakhin Oleg N ON  

Molecules (Basel, Switzerland) 20221013 20


A series of new α-(<i>N</i>-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 <b>3l</b> and <b>3b</b> demonstrated unexpected AIEE activity, while <b>3a</b> and <b>3h</b> showed promising nitroexplosive det  ...[more]

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