Borataalkene or boratabenzene? Understanding the aromaticity of 9-borataphenanthrene anions and its central ring

Baez-Grez, Rodrigo; Pino-Rios, Ricardo

Abstract

The recently synthesized 9-borataphenanthrene anion (1) shows a reactivity in its central ring that resembles both a cycloalkene and an aromatic ring. Computational studies using the magnetic approach support these results. However, due to the limitations that the use of a single criterion can offer, a complete analysis was performed using multiple aromaticity criteria including magnetic, geometric, electron delocalization, reactivity and orbital localization in order to elucidate the nature of the six-membered rings in 1. Our results show that the outer rings in 1 exhibit an aromatic character similar to benzene, while the central ring is better described as an (cyclo)alkene. Additionally, it is shown that assessments using various criteria allow a complete understanding of aromaticity in polycyclic systems.

Más información

Título según WOS: Borataalkene or boratabenzene? Understanding the aromaticity of 9-borataphenanthrene anions and its central ring
Título de la Revista: NEW JOURNAL OF CHEMISTRY
Volumen: 44
Número: 41
Editorial: ROYAL SOC CHEMISTRY
Fecha de publicación: 2020
Página de inicio: 18069
Página final: 18073
DOI:

10.1039/d0nj03942j

Notas: ISI