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2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties

Acridine derivatives have attracted considerable interest in numerous areas owing to their attractive physical and chemical properties. Herein, starting from readily available anthranilic acid, an efficient synthesis of 2,4-bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridine derivatives was accompl...

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Autores principales: Tka, Najeh, Ayed, Mohamed Adnene Hadj, Braiek, Mourad Ben, Jabli, Mahjoub, Chaaben, Noureddine, Alimi, Kamel, Jopp, Stefan, Langer, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8290096/
https://www.ncbi.nlm.nih.gov/pubmed/34354771
http://dx.doi.org/10.3762/bjoc.17.115
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author Tka, Najeh
Ayed, Mohamed Adnene Hadj
Braiek, Mourad Ben
Jabli, Mahjoub
Chaaben, Noureddine
Alimi, Kamel
Jopp, Stefan
Langer, Peter
author_facet Tka, Najeh
Ayed, Mohamed Adnene Hadj
Braiek, Mourad Ben
Jabli, Mahjoub
Chaaben, Noureddine
Alimi, Kamel
Jopp, Stefan
Langer, Peter
author_sort Tka, Najeh
collection PubMed
description Acridine derivatives have attracted considerable interest in numerous areas owing to their attractive physical and chemical properties. Herein, starting from readily available anthranilic acid, an efficient synthesis of 2,4-bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridine derivatives was accomplished via a one-pot double Sonogashira cross-coupling method. The UV-visible absorption and emission properties of the synthesized molecules have been examined. Additionally, theoretical studies based on density functional theory (DFT/B3LYP/6-31G(d)) were carried out.
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spelling pubmed-82900962021-08-04 2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties Tka, Najeh Ayed, Mohamed Adnene Hadj Braiek, Mourad Ben Jabli, Mahjoub Chaaben, Noureddine Alimi, Kamel Jopp, Stefan Langer, Peter Beilstein J Org Chem Full Research Paper Acridine derivatives have attracted considerable interest in numerous areas owing to their attractive physical and chemical properties. Herein, starting from readily available anthranilic acid, an efficient synthesis of 2,4-bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridine derivatives was accomplished via a one-pot double Sonogashira cross-coupling method. The UV-visible absorption and emission properties of the synthesized molecules have been examined. Additionally, theoretical studies based on density functional theory (DFT/B3LYP/6-31G(d)) were carried out. Beilstein-Institut 2021-07-16 /pmc/articles/PMC8290096/ /pubmed/34354771 http://dx.doi.org/10.3762/bjoc.17.115 Text en Copyright © 2021, Tka et al. https://creativecommons.org/licenses/by/4.0/https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Tka, Najeh
Ayed, Mohamed Adnene Hadj
Braiek, Mourad Ben
Jabli, Mahjoub
Chaaben, Noureddine
Alimi, Kamel
Jopp, Stefan
Langer, Peter
2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
title 2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
title_full 2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
title_fullStr 2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
title_full_unstemmed 2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
title_short 2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
title_sort 2,4-bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8290096/
https://www.ncbi.nlm.nih.gov/pubmed/34354771
http://dx.doi.org/10.3762/bjoc.17.115
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