Norcorrole: Aromaticity and Antiaromaticity in Contest

Magnetic shielding studies demonstrate that nickel norcorrole (NiNc) and norcorrole (H₂Nc) provide unusual examples of stable molecules with high antagonistic levels of antiaromaticity and aromaticity: Both incorporate an antiaromatic “core”, a 14-membered cyclic conjugated subsystem with 16 π electrons, surrounded by an aromatic “halo” in the form of a ring of either 14 atoms and 14 π electrons with a new type of homoconjugation (NiNc), or 18 atoms with 18 π electrons (H₂Nc).