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Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene
Protonation of 1,3,5‐tricyano‐ and 1,3,5‐triaminobenzene was achieved in various superacidic media, resulting in the formation of the respective trinitrilium and triammonium species. Furthermore, the respective N‐methyl nitrilium species was synthesized by methylation. Characterization was performed...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092289/ https://www.ncbi.nlm.nih.gov/pubmed/35543217 http://dx.doi.org/10.1002/open.202200049 |
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author | Nitzer, Alexander Hübsch, Robert Jessen, Christoph Kornath, Andreas J. |
author_facet | Nitzer, Alexander Hübsch, Robert Jessen, Christoph Kornath, Andreas J. |
author_sort | Nitzer, Alexander |
collection | PubMed |
description | Protonation of 1,3,5‐tricyano‐ and 1,3,5‐triaminobenzene was achieved in various superacidic media, resulting in the formation of the respective trinitrilium and triammonium species. Furthermore, the respective N‐methyl nitrilium species was synthesized by methylation. Characterization was performed by NMR and vibrational spectroscopy, followed by single‐crystal X‐ray diffraction analyses of selected species. Fourfold protonation of the amine, which would have led to the triammonium arenium species, could not be achieved. Quantum chemical calculations are employed to enable full vibrational assignment as well to quantify charge localization. |
format | Online Article Text |
id | pubmed-9092289 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-90922892022-05-18 Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene Nitzer, Alexander Hübsch, Robert Jessen, Christoph Kornath, Andreas J. ChemistryOpen Research Articles Protonation of 1,3,5‐tricyano‐ and 1,3,5‐triaminobenzene was achieved in various superacidic media, resulting in the formation of the respective trinitrilium and triammonium species. Furthermore, the respective N‐methyl nitrilium species was synthesized by methylation. Characterization was performed by NMR and vibrational spectroscopy, followed by single‐crystal X‐ray diffraction analyses of selected species. Fourfold protonation of the amine, which would have led to the triammonium arenium species, could not be achieved. Quantum chemical calculations are employed to enable full vibrational assignment as well to quantify charge localization. John Wiley and Sons Inc. 2022-05-11 /pmc/articles/PMC9092289/ /pubmed/35543217 http://dx.doi.org/10.1002/open.202200049 Text en © 2022 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Articles Nitzer, Alexander Hübsch, Robert Jessen, Christoph Kornath, Andreas J. Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene |
title | Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene |
title_full | Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene |
title_fullStr | Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene |
title_full_unstemmed | Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene |
title_short | Two Roomtemperature‐stable Trications – Triprotonated Triamino‐ and Tricyanobenzene |
title_sort | two roomtemperature‐stable trications – triprotonated triamino‐ and tricyanobenzene |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092289/ https://www.ncbi.nlm.nih.gov/pubmed/35543217 http://dx.doi.org/10.1002/open.202200049 |
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