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Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties

A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation. Protonation led to quenchin...

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Autores principales: Achelle, Sylvain, Rodríguez-López, Julián, Larbani, Massinissa, Plaza-Pedroche, Rodrigo, Robin-le Guen, Françoise
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6540165/
https://www.ncbi.nlm.nih.gov/pubmed/31060299
http://dx.doi.org/10.3390/molecules24091742
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author Achelle, Sylvain
Rodríguez-López, Julián
Larbani, Massinissa
Plaza-Pedroche, Rodrigo
Robin-le Guen, Françoise
author_facet Achelle, Sylvain
Rodríguez-López, Julián
Larbani, Massinissa
Plaza-Pedroche, Rodrigo
Robin-le Guen, Françoise
author_sort Achelle, Sylvain
collection PubMed
description A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation. Protonation led to quenching of the fluorescence, although some derivatives remained luminescent with the appearance of a new red-shifted band in the spectra. Accurate control of the amount of acid enabled white photoluminescence to be obtained both in solution and in solid state.
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spelling pubmed-65401652019-05-31 Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties Achelle, Sylvain Rodríguez-López, Julián Larbani, Massinissa Plaza-Pedroche, Rodrigo Robin-le Guen, Françoise Molecules Article A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation. Protonation led to quenching of the fluorescence, although some derivatives remained luminescent with the appearance of a new red-shifted band in the spectra. Accurate control of the amount of acid enabled white photoluminescence to be obtained both in solution and in solid state. MDPI 2019-05-05 /pmc/articles/PMC6540165/ /pubmed/31060299 http://dx.doi.org/10.3390/molecules24091742 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Achelle, Sylvain
Rodríguez-López, Julián
Larbani, Massinissa
Plaza-Pedroche, Rodrigo
Robin-le Guen, Françoise
Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties
title Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties
title_full Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties
title_fullStr Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties
title_full_unstemmed Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties
title_short Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties
title_sort carbazole- and triphenylamine-substituted pyrimidines: synthesis and photophysical properties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6540165/
https://www.ncbi.nlm.nih.gov/pubmed/31060299
http://dx.doi.org/10.3390/molecules24091742
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