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

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Journal Name: Letters in Organic Chemistry

Volume 12 , Issue 8 , 2015

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Abstract:

A new aromaticity index is proposed based on the energy of π orbitals D={[π1n21n)]0 /[π1 + Σn21n)]} 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.

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

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Article Details

VOLUME: 12
ISSUE: 8
Year: 2015
Page: [549 - 559]
Pages: 11
DOI: 10.2174/157017861208150826115559
Price: $58

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