The most established and well-known homoaromatic species are cationic homoaromatic compounds. As stated earlier, the homotropenylium cation is one of the most studied homoaromatic compounds. Many homoaromatic cationic compounds use as a basis a cyclopropenyl cation, a tropylium cation, or a cyclobutadiene dication as these compounds exhibit strong aromatic character.
In addition to the homotropylium cation, another well established cationic homoaromatic compound is the norbornen-7-yl cation, which has been shown to be strongly homoaromatic, proven both theoretically and experimentally.
An intriguing case of σ-bishomoaromaticity can be found in the dications of pagodanes. In these 4-center-2-electron systems the delocalization happens in the plane that is defined by the four carbon atoms (prototype for the phenomenon of σ-aromaticity is cyclopropane which gains about 11.3 kcal mol stability from the effect). The dications are accessible either via oxidation of pagodane or via oxidation of the corresponding bis-seco-dodecahedradiene:
Reduction of the corresponding six electrons dianions was not possible so far.