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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...

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Autores principales: Nitzer, Alexander, Hübsch, Robert, Jessen, Christoph, Kornath, Andreas J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
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.
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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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