Aromaticity: what does it mean?

ABSTRACT: Aromaticity/aromatic belongs to one of the most useful and popular terms in organic chemistry and related fields. However, aromaticity is not an unambiguous term; therefore, its definition is enumerative. The criteria are based on energy (increased stability), molecular geometry (very low bond lengths alternation), magnetism (induction of the diatropic ring current by external magnetic field) and reactivity (tendency to maintain π-electron structure in chemical reactions). The energetic criterion is based on resonance energy and aromatic stabilization energy, whereas harmonic oscillator model of aromaticity-on molecular geometry. Magnetism-based criteria are illustrated by local indicators (for individual rings): nucleus independent chemical shifts and proton nuclear magnetic resonance che

SUBMITTER: Krygowski TM 

PROVIDER: S-EPMC6313370 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature