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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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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. |
format | Online Article Text |
id | pubmed-8512016 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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