Unlike neutral homoaromatic compounds, anionic homoaromatics are widely accepted to exhibit "true" homoaromaticity. These anionic compounds are often prepared from their neutral parent compounds through lithium metal reduction. 1,2-diboretanide derivatives show strong homoaromatic character through their three-atom (boron, boron, carbon), two-electron bond, which contains shorter C-B bonds than in the neutral classical analogue. These 1,2-diboretanides can be expanded to larger ring sizes with different substituents and all contain some degree of homoaromaticity.
Anionic homoaromaticity can also be seen in dianionic bis-diazene compounds, which contain a four-atom (four nitrogens), six-electron center. Experiment results have shown the shortening of the transannular nitrogen-nitrogen distance, therefore demonstrating that dianionic bis-diazene is a type of anionic bishomoaromatic compound. Peculiar feature of these systems is that the cyclic electron delocalization is taking place in the σ-plane defined by the four nitrogens. These bis-diazene-dianions are therefore the first examples for 4-center-6-electron σ-bishomoaromaticity. The corresponding 2 electron σ-bishomoaromatic systems were realized in the form of pagodane dications (see above).