Application of AIM parameters at ring critical points for estimation of pi-electron delocalization in six-membered aromatic and quasi-aromatic rings.
The AIM parameters at the ring critical point (the electron density and its Laplacian, the total electron energy density and both its components, potential and kinetic electron energy densities), have been intercorrelated with aromaticity indices: the geometry-based HOMA and the magnetism-based NICS, NICS(1), and NICS(1)(zz). A set of 33 phenylic rings having possibly a diversified aromatic character, and a set of 20 quasi-rings formed by intramolecular hydrogen and lithium bonds, have been taken into consideration. It has been found that the density of total electron energy, H, may serve as a new quantitative characteristic of pi-electron delocalization. The dependences between H values and aromaticity indices are correlated (cc(H/HOMA)=0.99, cc(H/NICS(1)zz)=0.95).
Palusiak
Marcin
M
Department of Crystallography and Crystal Chemistry, University of Łódź, Pomorska 149/153, 90-236 Łódź, Poland. marcinp@uni.lodz.pl
Krygowski
Tadeusz M
TM