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S-Shaped Double Helicene Diimides: Synthesis, Self-Assembly, and Mechanofluorochromism

Guanghui Zhang, Jingyun Tan, Long Zhou, Chao Liu, Jun Liu, Yingping Zou, Akimitsu Narita, Yunbin Hu

2021Organic Letters27 citationsDOIOpen Access PDF

Abstract

Herein we present a synthesis of an S-shaped double helicene with fused imide moieties, achieving a contorted aromatic diimide (DHDI) with good fluorescence properties in both solution and the solid state. DHDI demonstrates distinct mechanofluorochromism from yellow to green emission under grinding of its crystalline powder.

Topics & Concepts

HeliceneDiimideChemistryImideFluorescenceSolid-stateGrindingStereochemistryPolymer chemistryPhotochemistryPeryleneOrganic chemistryMoleculeMaterials sciencePhysical chemistryQuantum mechanicsPhysicsComposite materialLuminescence and Fluorescent MaterialsSynthesis and Properties of Aromatic CompoundsSupramolecular Self-Assembly in Materials