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

作者：D'Auria Maurizio^*

来源：Letters in Organic Chemistry, 2015, 12(8): 549-559.

DOI：10.2174/157017861208150826115559

• Aromaticity
• DFT
• HOMA
• ASE
• quantification of the aromatic character

A new aromaticity index is proposed based on the energy of pi orbitals D = {[pi(1)+Sigma(n)(2)(pi(1)-pi(n))](0)/[pi(1)+Sigma(n)(2)(pi(1)-pi(n))]} x a, where n are the number of occupied 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 6 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.

• 出版日期2015