A New Index for the Estimation of the Aromatic Character - VIII

Title:A New Index for the Estimation of the Aromatic Character - VIII

Volume: 12 Issue: 8

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Keywords: Aromaticity, DFT, HOMA, ASE, quantification of the aromatic character.

Abstract: A new aromaticity index is proposed based on the energy of π orbitals D={[π₁+Σⁿ₂(π₁-π_n)]₀ /[π₁ + Σⁿ₂(π₁-π_n)]} x a, where n are the number of occupied π orbitals and a is the number of cycles in the molecule. Calculations have been performed on aromatic and heteroaromatic compounds by using DFT method at B3LYP/6-311G+(d,p) level. This new index has been tested on a large number of 6π electron compounds, on bicyclic and polycyclic aromatic compounds and compared with HOMA and the aromatic stabilization energy (ASE). In all the cases, a good correlation has been found. In the case of HOMA, for monocyclic pentaatomic compounds different correlations was found depending on the nature, the number, and the position of the heteroatoms.

Cite this article as:

, A New Index for the Estimation of the Aromatic Character - VIII, Letters in Organic Chemistry 2015; 12 (8) . https://dx.doi.org/10.2174/157017861208150826115559