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Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization

Mesitylene was used as a core in seven new tritopic nitrogen containing linkers. Three of the linkers, each containing three nitrile groups, were obtained through Suzuki, Sonogashira and Heck-type coupling reactions. Next, these were converted to tetrazol-5-yl moieties by the cycloaddition of sodium...

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Autores principales: Bahrin, Lucian Gabriel, Nicolescu, Alina, Shova, Sergiu, Marangoci, Narcisa Laura, Birsa, Lucian Mihail, Sarbu, Laura Gabriela
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8512016/
https://www.ncbi.nlm.nih.gov/pubmed/34641496
http://dx.doi.org/10.3390/molecules26195952
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author Bahrin, Lucian Gabriel
Nicolescu, Alina
Shova, Sergiu
Marangoci, Narcisa Laura
Birsa, Lucian Mihail
Sarbu, Laura Gabriela
author_facet Bahrin, Lucian Gabriel
Nicolescu, Alina
Shova, Sergiu
Marangoci, Narcisa Laura
Birsa, Lucian Mihail
Sarbu, Laura Gabriela
author_sort Bahrin, Lucian Gabriel
collection PubMed
description Mesitylene was used as a core in seven new tritopic nitrogen containing linkers. Three of the linkers, each containing three nitrile groups, were obtained through Suzuki, Sonogashira and Heck-type coupling reactions. Next, these were converted to tetrazol-5-yl moieties by the cycloaddition of sodium azide to the nitrile functionalities. The last linker, containing three 1,2,3-triazol-4-yl moieties, was synthesized by the Huisgen cycloaddition of phenyl azide to the corresponding alkyne. The latter was obtained via a Corey–Fuchs reaction sequence from the previously reported formyl derivative. As the proof of concept for their potential in MOF design, one of the nitriles was used to build an Ag-based network.
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spelling pubmed-85120162021-10-14 Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization Bahrin, Lucian Gabriel Nicolescu, Alina Shova, Sergiu Marangoci, Narcisa Laura Birsa, Lucian Mihail Sarbu, Laura Gabriela Molecules Article Mesitylene was used as a core in seven new tritopic nitrogen containing linkers. Three of the linkers, each containing three nitrile groups, were obtained through Suzuki, Sonogashira and Heck-type coupling reactions. Next, these were converted to tetrazol-5-yl moieties by the cycloaddition of sodium azide to the nitrile functionalities. The last linker, containing three 1,2,3-triazol-4-yl moieties, was synthesized by the Huisgen cycloaddition of phenyl azide to the corresponding alkyne. The latter was obtained via a Corey–Fuchs reaction sequence from the previously reported formyl derivative. As the proof of concept for their potential in MOF design, one of the nitriles was used to build an Ag-based network. MDPI 2021-09-30 /pmc/articles/PMC8512016/ /pubmed/34641496 http://dx.doi.org/10.3390/molecules26195952 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
Bahrin, Lucian Gabriel
Nicolescu, Alina
Shova, Sergiu
Marangoci, Narcisa Laura
Birsa, Lucian Mihail
Sarbu, Laura Gabriela
Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
title Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
title_full Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
title_fullStr Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
title_full_unstemmed Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
title_short Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
title_sort nitrogen-based linkers with a mesitylene core: synthesis and characterization
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8512016/
https://www.ncbi.nlm.nih.gov/pubmed/34641496
http://dx.doi.org/10.3390/molecules26195952
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