Recommendations for the evaluation of aromatic stabilization energies.
[reaction: see text] Perturbing influences, such as strain and the presence of heteroatoms, complicate the evaluation of aromatic stabilization energies (ASE). These complications are overcome easily by employing the "isomerization method". This is based on the differences (ISE) between total energies computed for only two species: a methyl derivative of the aromatic system and its nonaromatic exocyclic methylene isomer. The ISEs of benzene, pyridine, and naphthalene as well as the strained [5]paracyclophane, methano[10]annulene, and octadehydro[14]annulene are evaluated.
Computational Chemistry Annex, Department of Chemistry, University of Georgia, Athens, Georgia 30602-2525, USA. schleyer@chem.uga.edu
Paul Von Ragué
PV
Schleyer
Frank
F
Pühlhofer