From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core

[Image: see text] A three-component reaction of antiaromatic meso-mesityl-3-nitronorcorrolatonickel(II) 1-NO(2) with dialkyl acetylenedicarboxylate and PBu(3) yields aromatic zwitterionic corrole nickel(II) complexes 3-R with one of the meso-substituents comprising a positively charged tributyl phosphonium group and negatively charged coordination core. Reaction of 1-NO(2) with PBu(3) alone resulted in a nonaromatic chiral adduct 5 of a zwitterionic phlorine character with a −PBu(3)(+) group at a pyrrole β-position.