The delocalization index as an electronic aromaticity criterion: application to a series of planar polycyclic aromatic hydrocarbons.

  title={The delocalization index as an electronic aromaticity criterion: application to a series of planar polycyclic aromatic hydrocarbons.},
  author={Jordi Poater and Xavier Fradera and Miquel Duran and Miquel Sol{\`a}},
  volume={9 2},
This work introduces a new local aromaticity measure, defined as the mean of Bader's electron delocalization index (DI) of para-related carbon atoms in six-membered rings. This new electronic criterion of aromaticity is based on the fact that aromaticity is related to the cyclic delocalized distribution of pi-electrons. We have found that this DI and the harmonic oscillator model of aromaticity (HOMA) index are strongly correlated for a series of six-membered rings in eleven planar polycyclic… Expand
The aromatic fluctuation index (FLU): a new aromaticity index based on electron delocalization.
The aromatic fluctuation index (FLU) that describes the fluctuation of electronic charge between adjacent atoms in a given ring is introduced as a new aromaticity measure that can be applied to study the aromaticity of rings with any number of members and it can be used to analyze both the local and global aromatic character of rings and molecules. Expand
Multicenter bond indices as a new measure of aromaticity in polycyclic aromatic hydrocarbons
This paper reports the application of the recently proposed formalism known as generalized population analysis (GPA) as a new means for the quantitative characterization of the aromaticity of variousExpand
Multidimensionality of delocalization indices and nucleus independent chemical shifts in polycyclic aromatic hydrocarbons
It is shown through a thorough statistical analysis that the NICS values arise not only from local aromaticity of the benzenoid rings, but also from other circuits, contrary to the delocalization indices. Expand
Aromaticity analysis of lithium cation/pi complexes of aromatic systems.
Although there is no clear correlation between aromaticity and Li+ binding enthalpies, there is a rough correlation between the latter and the change in the aromaticity of the ring directly interacting with the metal cation. Expand
Substituent effects on cyclic electron delocalization in symmetric B- and N-trisubstituted borazine derivatives
Aromaticity is an important concept in chemistry, useful to rationalize structure, physical properties and chemical behaviour of molecules. Aromaticity of an inorganic relative of benzene, borazine,Expand
An electronic aromaticity index for large rings.
  • E. Matito
  • Chemistry, Medicine
  • Physical chemistry chemical physics : PCCP
  • 2016
A new electronic aromaticity index, AV1245, consisting of an average of the 4-center multicenter indices (MCI) along the ring that keeps a positional relationship of 1, 2, 4, 5, is introduced, which is a size-extensive measure with low computational cost that grows linearly with the number of ring members. Expand
The electron density of delocalized bonds (EDDB) applied for quantifying aromaticity.
The recently developed electron density of delocalized bonds (EDDB) is used to define a new measure of aromaticity in molecular rings by means of correlation and principal component analyses involving the most popular aromaticity descriptors based on structural, electronic, and magnetic criteria. Expand
Local aromaticity in polycyclic aromatic hydrocarbons: electron delocalization versus magnetic indices.
It is shown that some indices give conflicting results because they inherently reflect different phenomena, and usually seen as a manifestation of the more general multidimensional nature of aromaticity. Expand
Chemical graph theory and n‐center electron delocalization indices: A study on polycyclic aromatic hydrocarbons
Relations between aromaticity indices derived from chemical graph theory and those based on 6‐center electron delocalization are investigated for a series of polybenzenoid hydrocarbons and local aromaticity of benzene rings is discussed using two different criteria. Expand
Density functional theoretical investigation of the aromatic nature of BN substituted benzene and four ring polyaromatic hydrocarbons.
The studies show that charge separations due to the introduction of heteroatoms largely affect both the local and topological aromaticity of these molecules and provide evidence that the structural stability of the molecule is dominated by the σ bond rather than the π bond. Expand


Aromaticity and Antiaromaticity: Electronic and Structural Aspects
Criteria of Aromaticity and Antiaromaticity. Delocalization Modes and Electron-Count Rules. Annulenes, Monocyclic Conjugated Ions, and Annulenoannulenes. Heteroaromaticity. Homoaromaticity.Expand
Aromatic Character and AromaticityBy G. M. Badger. Pp. viii + 133. (Cambridge University Press: London, January 1969.) 35s, $6 boards; 12s paper.
Progress in Nuclear Magnetic Resonance Spectroscopy
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