HOMAc: A Parameterization of the Harmonic Oscillator Model of Aromaticity (HOMA) That Includes Antiaromaticity.

ABSTRACT: The harmonic oscillator model of aromaticity (HOMA) offers a straightforward route to quantifying aromaticity that requires no other information than the bond lengths of the conjugated ring in question. Given that such information is often readily obtainable from quantum-chemical calculations, it is pertinent to improve this parametrized model as much as possible. Here, a new version of HOMA is presented where, atypically, the corresponding parameters are derived from the actual bond lengths of both aromatic and antiaromatic (rather than nonaromatic) reference compounds, as calculated with a high-level method. The resulting model, which we denote HOMAc, covers CC, CN, NN, and CO bonds and is tested at eight different levels of theory for 45 (single-ring, multi-ring, carbocyclic, N,O-hetero

SUBMITTER: Arpa EM 

PROVIDER: S-EPMC11773415 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature