Copper-Mediated Domino Process for the Synthesis of Tetraiodinated Di(perylene bisimide)

Tetraiodinated di(perylene bisimide) has been prepared from tetrabrominated perylene bisimide by the combination of Ullmann-type coupling, C−H transformation, and halogen-exchange. The crystal structure analysis confirmed that the aromatic core is quite distorted because of the electrostatic repulsion and steric encumbrance of iodine substituents in the bay regions.