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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...

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Detalles Bibliográficos
Autores principales: Báez-Grez, Rodrigo, Pino-Rios, Ricardo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
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
Descripción
Sumario: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.