Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria

Juan J. Torres-Vega, Alejandro Vásquez-Espinal, Julio Caballero, María L. Valenzuela, Luis Alvarez-Thon, Edison Osorio, William Tiznado

Research output: Contribution to journalArticle

46 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3579-3585
Number of pages7
JournalInorganic Chemistry
Volume53
Issue number7
DOIs
Publication statusPublished - 7 Apr 2014

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Chemical shift
chemical equilibrium
nuclei
inorganic chemistry
Quantum chemistry
Induced currents
quantum chemistry
proposals
Current density
Stabilization
stabilization
chemistry
current density
computer programs
rings

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Torres-Vega, J. J., Vásquez-Espinal, A., Caballero, J., Valenzuela, M. L., Alvarez-Thon, L., Osorio, E., & Tiznado, W. (2014). Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria. Inorganic Chemistry, 53(7), 3579-3585. https://doi.org/10.1021/ic4030684
Torres-Vega, Juan J. ; Vásquez-Espinal, Alejandro ; Caballero, Julio ; Valenzuela, María L. ; Alvarez-Thon, Luis ; Osorio, Edison ; Tiznado, William. / Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria. In: Inorganic Chemistry. 2014 ; Vol. 53, No. 7. pp. 3579-3585.
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Torres-Vega, JJ, Vásquez-Espinal, A, Caballero, J, Valenzuela, ML, Alvarez-Thon, L, Osorio, E & Tiznado, W 2014, 'Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria', Inorganic Chemistry, vol. 53, no. 7, pp. 3579-3585. https://doi.org/10.1021/ic4030684

Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria. / Torres-Vega, Juan J.; Vásquez-Espinal, Alejandro; Caballero, Julio; Valenzuela, María L.; Alvarez-Thon, Luis; Osorio, Edison; Tiznado, William.

In: Inorganic Chemistry, Vol. 53, No. 7, 07.04.2014, p. 3579-3585.

Research output: Contribution to journalArticle

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Torres-Vega JJ, Vásquez-Espinal A, Caballero J, Valenzuela ML, Alvarez-Thon L, Osorio E et al. Minimizing the risk of reporting false aromaticity and antiaromaticity in inorganic heterocycles following magnetic criteria. Inorganic Chemistry. 2014 Apr 7;53(7):3579-3585. https://doi.org/10.1021/ic4030684