Anion−π Interaction in a Diketopyrrolopyrrole Derivative

Abstract

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.

TDDFT Study on the ESIPT Properties of 2-(2′-Hydroxyphenyl)-Benzothiazole and Sensing Mechanism of a Derived Fluorescent Probe for Fluoride Ion

“…(2) Lewis acid-base interactions [23]; (3) anion-π interactions [24,25]; (4) F − induced chemical reactions [26][27][28].…”