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Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons
Hexasubstituted benzenes are interesting platforms for the generation of functional materials, whose applications span from supramolecular recognition to organic electronics. Their synthesis is difficult to achieve by controlling multiple substitution steps of all hydrogen atoms on the aromatic benz...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9967865/ https://www.ncbi.nlm.nih.gov/pubmed/36837309 http://dx.doi.org/10.3390/ma16041678 |
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author | Catenazzi, Matteo Nitti, Andrea Boiocchi, Massimo Bianchi, Gabriele Po, Riccardo Pasini, Dario |
author_facet | Catenazzi, Matteo Nitti, Andrea Boiocchi, Massimo Bianchi, Gabriele Po, Riccardo Pasini, Dario |
author_sort | Catenazzi, Matteo |
collection | PubMed |
description | Hexasubstituted benzenes are interesting platforms for the generation of functional materials, whose applications span from supramolecular recognition to organic electronics. Their synthesis is difficult to achieve by controlling multiple substitution steps of all hydrogen atoms on the aromatic benzene skeleton, so, often, cycloaddition reactions from disubsituted alkynes are used. In this work, we report a novel, straightforward route to C(3)-symmetrical hexasubstituted aromatic synthons with a diverse and rich pattern of functionalities, and we report about their packing mode in the crystals, in which, unprecedentedly, directional, strong halogen bonding interactions are capable of forming bidimensional supramolecular weaving. |
format | Online Article Text |
id | pubmed-9967865 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-99678652023-02-27 Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons Catenazzi, Matteo Nitti, Andrea Boiocchi, Massimo Bianchi, Gabriele Po, Riccardo Pasini, Dario Materials (Basel) Article Hexasubstituted benzenes are interesting platforms for the generation of functional materials, whose applications span from supramolecular recognition to organic electronics. Their synthesis is difficult to achieve by controlling multiple substitution steps of all hydrogen atoms on the aromatic benzene skeleton, so, often, cycloaddition reactions from disubsituted alkynes are used. In this work, we report a novel, straightforward route to C(3)-symmetrical hexasubstituted aromatic synthons with a diverse and rich pattern of functionalities, and we report about their packing mode in the crystals, in which, unprecedentedly, directional, strong halogen bonding interactions are capable of forming bidimensional supramolecular weaving. MDPI 2023-02-17 /pmc/articles/PMC9967865/ /pubmed/36837309 http://dx.doi.org/10.3390/ma16041678 Text en © 2023 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 Catenazzi, Matteo Nitti, Andrea Boiocchi, Massimo Bianchi, Gabriele Po, Riccardo Pasini, Dario Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons |
title | Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons |
title_full | Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons |
title_fullStr | Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons |
title_full_unstemmed | Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons |
title_short | Supramolecular Weaving by Halogen-Bonding in Functionality-Rich Hexasubstituted Aromatic Synthons |
title_sort | supramolecular weaving by halogen-bonding in functionality-rich hexasubstituted aromatic synthons |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9967865/ https://www.ncbi.nlm.nih.gov/pubmed/36837309 http://dx.doi.org/10.3390/ma16041678 |
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