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Magnetic properties of polycyclic anions serve as a probe for their mode of delocalization. These anions gain stability either by minimizing paratropicity or by gaining diatropicity. In the case of the paratropic 4nx anions, minimizing paratropicity is achieved by modification of the system's geometry or by partitioning of the charge. The anions can gain diatropicity by reorganization of their path of n-delocalization, The latter can be achieved by obeying the Randic' conjugated (4n+2)x circuits model or by delocalization of (4n+2)x electrons along the molecular perimeter. Diindeno(cd:lm)perylene (8) and aceheptylene (7) dianions exemplify the strive to aromaticity. Dibenzo(b,g)chrysene dianion (32-) and substituted phenantluene dianions (42--62-) exemplify the minimization of paratropicity. Corannulene (19) accepts electrons to an extent where diatropicity of the anion is achieved. This leads to the formation of an aromatic tetra-anion, which represents an anion within an anion, both having (4n+2)x perimeters.

π-Conjugated polycyclic anions; interplay between topology, electronic structure and patterns of charge distribution