Synthesis and Properties of A StrainedTriple Nanohoop.

Abstract

A strained triple nanohoop with a shared central benzene unit is synthesized using a threefold intramolecular ring-closing approach. Amongthefive possible constitutional isomers, the isomer with the highestD3hsymmetry is isolated, the structure of which contains three nanohoop blades and a central hexaphenylbenzene unit. The structure is elucidated using NMR spectroscopy and mass spectrometry. The optical and electrochemical properties are investigated, revealing a moderate fluorescence quantum yield of 40%. A water-soluble nanomaterial is prepared using a nanoparticle encapsulation method, and a fluorescence quantum yield of 10% is retained, which demonstrates the potential of the nanomaterial in biological systems.