화학공학소재연구정보센터
Chemical Physics Letters, Vol.595, 48-54, 2014
The degeneracy of the Hessian eigenvalues of the pi-electron density: A new manifestation of aromaticity
This letter aims to demonstrate how the anisotropy of pi-electron density can be used for distinguishing between aromatic and antiaromatic systems. For this purpose the total electron density and its sigma- and pi-components have been analyzed for a series of well-known aromatic and antiaromatic organic compounds with different sizes, charges, and multiplicities. In aromatic compounds, the anisotropy of p-electron density has a perfectly circular shape whereas in antiaromatic rings, it has an elliptical shape. It was found that this descriptor is in line with Huckel's and Baird's rules and also is insensitive to the size and geometrical deformation of rings. (C) 2014 Elsevier B.V. All rights reserved.