Optically active triptycenes containing hexa-peri-hexabenzocoronene units
| Autor: | Tomoyuki Ikai, Ken-ichi Shinohara, Yuya Wada |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Materials science
010405 organic chemistry Metals and Alloys General Chemistry 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials law.invention Crystallography chemistry.chemical_compound Hexabenzocoronene chemistry law Triptycene Materials Chemistry Ceramics and Composites Molecule Crystallization Luminescence Hexaphenylbenzene Circular polarization Derivative (chemistry) |
| Zdroj: | Chemical Communications. 55:11386-11389 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c9cc06025a |
| Popis: | A pair of novel optically active triptycene-based molecules ((R,R)-1 and (S,S)-1) containing two hexabenzocoronene moieties were synthesized and their optical and chiroptical properties were investigated. Optically active 1 emitted preferred-handed circularly polarized light upon UV irradiation, with the luminescence dissymmetry factors found to be approximately 1.0 × 10-3. Based on a comparative study using the analogous triptycene derivative with two hexaphenylbenzene units (2), which was the key precursor of 1, the ladder-type rigid structure with an asymmetrically bent geometry was important for optically active 1 to exhibit circularly polarized luminescence (CPL). We also showed that rac-1 undergoes conglomerate crystallization, which allowed CPL to be produced by a random selection of crystals prepared from rac-1. |
| Databáze: | OpenAIRE |
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