Title
Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria
Date Issued
07 April 2014
Access level
metadata only access
Resource Type
journal article
Author(s)
Vásquez-Espinal A.
Caballero J.
Valenzuela M.
Alvarez-Thon L.
Osorio E.
Tiznado W.
Universidad Andres Bello
Publisher(s)
American Chemical Society
Abstract
Although aromaticity is a concept in chemistry, in the last years, special efforts have been carried out in order to propose theoretical strategies to quantify it as a property of molecular rings. Among them, perhaps the computation of nucleus independent chemical shifts (NICSs) is the most commonly used, since it is possible to calculate it in an easy and fast way with most used quantum chemistry software. However, contradicting assignments of aromaticity by NICS and other methods have been reported in the literature, especially in studies concerning inorganic chemistry. In this Article is proposed a new and simple strategy to use the NICS information to assess aromaticity, identifying the point along the axis perpendicular to the molecular plane where the in-plane component of NICS becomes zero; it is called free of in-plane component NICS (FiPC-NICS). This spatial point is proposed as secure to consider NICS as an aromaticity descriptor; this simple proposal is evaluated in borazine and cyclotriphosphazenes. The results are compared with carefully examined aromatic stabilization energies and magnetically induced current-density analysis. © 2014 American Chemical Society.
Start page
3579
End page
3585
Volume
53
Issue
7
Language
English
OCDE Knowledge area
Química inorgánica, Química nuclear
Scopus EID
2-s2.0-84897993403
PubMed ID
Source
Inorganic Chemistry
ISSN of the container
00201669
Sources of information:
Directorio de Producción Científica
Scopus