Why are the kinked polyacenes more stable than the straight ones? A topological study and introduction of a new topological index of aromaticity.
A topological model for estimating the stability of benzenoid hydrocarbons (BHs) is presented showing an acceptable linear dependence on Hess-Schaad resonance energy per pi-electron values. The topological measure of stability is accessible by use of pencil calculation and is based on counting cis-type fragments of double bonds in all canonical structures of a given BH. Evidence is given that infinite chains of straight linear polyacenes are always less stable than the kinked ones.
Ciesielski
Arkadiusz
A
Institute of Biochemistry and Biophysics, Polish Academy of Science, Pawinskiego 5a, 02-106 Warsaw, Poland. arcad@ibb.waw.pl
Krygowski
Tadeusz M
TM
Cyrański
Michał K
MK
D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000737:chemistry*
D011083:Polycyclic Compounds