Anion-π Interaction in a Diketopyrrolopyrrole Derivative.

In this work, an N-substituted diketopyrrolopyrrole (DPP) derivative Ph-DPP was synthesized, showing interaction toward Lewis alkaline anions such as F - . The typical electron-transfer-dominated anion-π interaction product Ph-DPP •- and unexpected isomer product i-Ph-DPP were both observed, and their formation mechanism was studied by density functional theory calculations, suggesting that a deprotonation initiation route is favored, which gives interesting insight for understanding the debatable role of F - in such non-covalent intermolecular interactions.