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Azahelicene‐Fused BODIPY Analogues Showing Circularly Polarized Luminescence

Chihiro Maeda, Keiji Nagahata, Takuma Shirakawa, Tadashi Ema

2020Angewandte Chemie48 citationsDOI

Abstract

Abstract Helical carbazole‐based BODIPY analogues were readily synthesized via aza[7]helicenes. The structures of azahelicene‐incorporated BF 2 dyes were elucidated by x‐ray diffraction analysis. DFT calculations revealed that the π‐conjugated system expanded from the helicene moiety to the BODIPY framework. The azahelicene‐fused boron complexes showed the Cotton effects and the circularly polarized luminescence (CPL) in the visible region. Furthermore, an axially chiral binaphthyl group was attached to the helically chiral dyes, which enhanced the chiroptical properties.

Topics & Concepts

HeliceneBODIPYLuminescenceMoietyCarbazoleChemistryConjugated systemPhotochemistryCrystallographyStereochemistryMaterials scienceFluorescenceOrganic chemistryMoleculePolymerOptoelectronicsOpticsPhysicsSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsPhotochromic and Fluorescence Chemistry
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