π-Electronic Ion-Pairing Assemblies of Deprotonation-Induced Anions.

Dipyrrolylnitrophenols (DPPhs) afforded various hydrogen-bonding-stabilized π-electronic anions upon deprotonation. Through ion-pair metathesis, π-electronic cations were introduced as a counter species to provide π-electronic ion pairs that occurred as tightly bound states in solution while resulting in solid-state charge-by-charge assemblies. The assembling modes were modulated according to the geometries and electronic states of the positively charged constituents along with the substituents of the DPPh anions.