Self-assembly of emissive metallocycles with tetraphenylethylene, BODIPY and terpyridine in one system

Supramol Chem. 2019;31(8):597-605. doi: 10.1080/10610278.2019.1659266. Epub 2019 Aug 30.

Abstract

Tetraphenylethylene (TPE) related (supra)molecules have been intensively investigated due to their aggregation-induced emission (AIE) effect based on the restriction of intramolecular rotation (RIR). Meanwhile, boron-dipyrromethene (BODIPY) tends to emit intense fluorescence with high quantum yields. Herein, we combined TPE, BODIPY and terpyridine (TPY) into one system to study the emissive behaviour of organic building block as well as a self-assembled metallo-supramolecule. The TPY and BODIPY substituents with bulky sizes provide strong hindrance to restrict the rotation of the phenyl groups on TPE, leading to enhancement of emissive properties in both solution and aggregation states. Furthermore, the BODIPY-TPE-TPY ligand (L) was assembled with Zn (II) through coordination-driven self-assembly to form a cyclic dimer (D) with typical AIE characteristics.

Keywords: Tetraphenylethylene; aggregation-induced emission; terpyridine.