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The hidden aromaticity in borazine
The aromaticity of borazine (B(3)N(3)H(6)), also known as the inorganic benzene, is a controversial issue since this compound has several characteristics that could qualify it as an aromatic compound. However, recent studies using magnetic criteria indicate that this compound should be considered as...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8982269/ https://www.ncbi.nlm.nih.gov/pubmed/35424723 http://dx.doi.org/10.1039/d1ra06457f |
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author | Báez-Grez, Rodrigo Pino-Rios, Ricardo |
author_facet | Báez-Grez, Rodrigo Pino-Rios, Ricardo |
author_sort | Báez-Grez, Rodrigo |
collection | PubMed |
description | The aromaticity of borazine (B(3)N(3)H(6)), also known as the inorganic benzene, is a controversial issue since this compound has several characteristics that could qualify it as an aromatic compound. However, recent studies using magnetic criteria indicate that this compound should be considered as a non-aromatic system. This assignment is mainly due to diatropic currents in the nitrogen atoms without observation of ring currents. The present work shows by means of the magnetic criteria that borazine has a ring current hidden by the local contributions of degenerate orbitals π(1) and π(2). Additionally, the study of borazine's first triplet state antiaromaticity using the magnetic and energetic criteria by means of isomerization stabilization energies (ISEs) together with Baird's and Hückel's rules suggests that borazine is best described as an (weakly) aromatic system. |
format | Online Article Text |
id | pubmed-8982269 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-89822692022-04-13 The hidden aromaticity in borazine Báez-Grez, Rodrigo Pino-Rios, Ricardo RSC Adv Chemistry The aromaticity of borazine (B(3)N(3)H(6)), also known as the inorganic benzene, is a controversial issue since this compound has several characteristics that could qualify it as an aromatic compound. However, recent studies using magnetic criteria indicate that this compound should be considered as a non-aromatic system. This assignment is mainly due to diatropic currents in the nitrogen atoms without observation of ring currents. The present work shows by means of the magnetic criteria that borazine has a ring current hidden by the local contributions of degenerate orbitals π(1) and π(2). Additionally, the study of borazine's first triplet state antiaromaticity using the magnetic and energetic criteria by means of isomerization stabilization energies (ISEs) together with Baird's and Hückel's rules suggests that borazine is best described as an (weakly) aromatic system. The Royal Society of Chemistry 2022-03-10 /pmc/articles/PMC8982269/ /pubmed/35424723 http://dx.doi.org/10.1039/d1ra06457f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Báez-Grez, Rodrigo Pino-Rios, Ricardo The hidden aromaticity in borazine |
title | The hidden aromaticity in borazine |
title_full | The hidden aromaticity in borazine |
title_fullStr | The hidden aromaticity in borazine |
title_full_unstemmed | The hidden aromaticity in borazine |
title_short | The hidden aromaticity in borazine |
title_sort | hidden aromaticity in borazine |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8982269/ https://www.ncbi.nlm.nih.gov/pubmed/35424723 http://dx.doi.org/10.1039/d1ra06457f |
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