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Low-energy Cathodoluminescence for OxyNitride Phosphors
Published on: November 15, 2016
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Dual Circularly Polarized Luminescence from Chiral Boron-Embedded Polycyclic Aromatic Hydrocarbons
Tatsuya Mori1, Yoshiharu Sano2, Tomoyuki Ikai3
1Integrated Research Consortium on Chemical Sciences (IRCCS), Nagoya University, Furo, Chikusa, Nagoya, 464-8602, Japan.
Angewandte Chemie (International Ed. in English)
|December 22, 2025
Summary
Chiral boron frameworks with reversible P═O⋯B bonds exhibit dynamic dual circularly polarized luminescence (CPL). This study demonstrates responsive chiroptical properties in boron-polycyclic aromatic hydrocarbons (PAHs) by controlling coordination and π-extension.
Area of Science:
- Organic Chemistry
- Materials Science
- Supramolecular Chemistry
Background:
- Boron-based π-conjugated frameworks possess dynamic functionality due to reversible coordination bonds.
- Interconversion between tri- and tetracoordinate boron centers significantly alters molecular geometry and electronic structure.
- Chiral boron compounds offer potential for advanced optical applications.
Purpose of the Study:
- To synthesize chiral boron-embedded polycyclic aromatic hydrocarbons (PAHs) with intramolecular P═O⋯B coordination.
- To investigate the chiroptical properties and dynamic behavior of these novel boron-PAH systems.
- To explore the potential for responsive functionalities based on reversible coordination.
Main Methods:
- Synthesis of chiral boron-embedded PAHs with asymmetric boron centers and proximal P═O moieties.
- Optical resolution of tetracoordinate enantiomers using chiral High-Performance Liquid Chromatography (HPLC).
- Characterization of photophysical properties, including circularly polarized luminescence (CPL).
Main Results:
- Tetracoordinate enantiomers showed high configurational stability and were successfully resolved.
- Anthracene-fused boracyclic derivatives exhibited dual CPL due to excited-state P═O⋯B bond dissociation.
- Bond cleavage converted point chirality to C-B axial chirality, leading to tunable CPL with high quantum yields and red-shifted emission.
Conclusions:
- Reversible P═O⋯B coordination in chiral boron-PAHs enables dynamic chiroptical switching.
- The degree of π-extension influences the extent of bond dissociation and CPL characteristics.
- Solvent polarity and hydrogen-bonding ability modulate the P═O⋯B coordination, leading to solvent-dependent CPL behavior, establishing a new strategy for responsive chiroptical materials.
Keywords:
BoronCircularly Polarized LuminescenceEnvironmental ResponsivenessExcited StateFluorescenceMore Related Videos
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