Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties

Cu-catalyzed 1,3-dipolar cycloaddition of methyl 2-azidoacetate to iodobuta-1,3-diynes and subsequent Suzuki-Miyaura cross-coupling were used to synthesize new triazoles derivatives: 5-aryl-4-arylethynyl-1H-1,2,3-triazoles. Investigation of their optical properties by using UV absorption and fluores...

Descripción completa

Detalles Bibliográficos
Autores principales: Efremova, Mariia M., Govdi, Anastasia I., Frolova, Valeria V., Rumyantsev, Andrey M., Balova, Irina A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8126154/
https://www.ncbi.nlm.nih.gov/pubmed/34068559
http://dx.doi.org/10.3390/molecules26092801
_version_ 1783693714460246016
author Efremova, Mariia M.
Govdi, Anastasia I.
Frolova, Valeria V.
Rumyantsev, Andrey M.
Balova, Irina A.
author_facet Efremova, Mariia M.
Govdi, Anastasia I.
Frolova, Valeria V.
Rumyantsev, Andrey M.
Balova, Irina A.
author_sort Efremova, Mariia M.
collection PubMed
description Cu-catalyzed 1,3-dipolar cycloaddition of methyl 2-azidoacetate to iodobuta-1,3-diynes and subsequent Suzuki-Miyaura cross-coupling were used to synthesize new triazoles derivatives: 5-aryl-4-arylethynyl-1H-1,2,3-triazoles. Investigation of their optical properties by using UV absorption and fluorescence emission spectroscopies revealed that all molecules possess fluorescence properties with the values of the Stokes shift more than 100 nm. The photophysical behavior of the two most promising triazoles in polar and non-polar solvents was also studied.
format Online
Article
Text
id pubmed-8126154
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-81261542021-05-17 Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties Efremova, Mariia M. Govdi, Anastasia I. Frolova, Valeria V. Rumyantsev, Andrey M. Balova, Irina A. Molecules Article Cu-catalyzed 1,3-dipolar cycloaddition of methyl 2-azidoacetate to iodobuta-1,3-diynes and subsequent Suzuki-Miyaura cross-coupling were used to synthesize new triazoles derivatives: 5-aryl-4-arylethynyl-1H-1,2,3-triazoles. Investigation of their optical properties by using UV absorption and fluorescence emission spectroscopies revealed that all molecules possess fluorescence properties with the values of the Stokes shift more than 100 nm. The photophysical behavior of the two most promising triazoles in polar and non-polar solvents was also studied. MDPI 2021-05-10 /pmc/articles/PMC8126154/ /pubmed/34068559 http://dx.doi.org/10.3390/molecules26092801 Text en © 2021 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
Efremova, Mariia M.
Govdi, Anastasia I.
Frolova, Valeria V.
Rumyantsev, Andrey M.
Balova, Irina A.
Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties
title Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties
title_full Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties
title_fullStr Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties
title_full_unstemmed Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties
title_short Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties
title_sort design and synthesis of new 5-aryl-4-arylethynyl-1h-1,2,3-triazoles with valuable photophysical and biological properties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8126154/
https://www.ncbi.nlm.nih.gov/pubmed/34068559
http://dx.doi.org/10.3390/molecules26092801
work_keys_str_mv AT efremovamariiam designandsynthesisofnew5aryl4arylethynyl1h123triazoleswithvaluablephotophysicalandbiologicalproperties
AT govdianastasiai designandsynthesisofnew5aryl4arylethynyl1h123triazoleswithvaluablephotophysicalandbiologicalproperties
AT frolovavaleriav designandsynthesisofnew5aryl4arylethynyl1h123triazoleswithvaluablephotophysicalandbiologicalproperties
AT rumyantsevandreym designandsynthesisofnew5aryl4arylethynyl1h123triazoleswithvaluablephotophysicalandbiologicalproperties
AT balovairinaa designandsynthesisofnew5aryl4arylethynyl1h123triazoleswithvaluablephotophysicalandbiologicalproperties

Ejemplares similares