A novel approach in analyzing aromaticity by homo- and isostructural reactions: An ab initio study of fluorobenzenes

Influence of fluorine substitutions on the stability of benzene is examined by using the Hartree-Fock (HF) and MP2 models. The homodesmotic reactions based on the open-chain zigzag polyenes are unsatisfactory and the result implies that both sigma- and pi-frameworks contribute to the aromatic stabilization of benzene in which the latter is more important.