open access

https://hdl.handle.net/2115/95740

Molecular ordering-enhanced circularly polarized luminescence of chiral 1,10-phenanthroline derivatives

英語

2024-07-18

Royal Society of Chemistry

Chemical communications

2,9-Bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexanoxy)-1,10-phenanthroline [2,9-di-l-menthoxy-1,10-phenanthroline] (Men2Phen) and 2,9-bis(2-(S)-methylbutoxy)-1,10-phenanthroline (MB2Phen) were synthesized as chiral derivatives of 1,10-phenanthroline (Phen). Differences in rigidity and bulkiness of the chiral substituents at the 2- and 9-positions of the Phen backbone led to distinctive molecular dissymmetry in the ground state resulting in remarkable differences in circular dichroism. Men2Phen exhibited efficient circularly polarized luminescence (CPLm) at an anisotropy factor of 10-2 in the solid state based on molecular ordering disclosed by X-ray crystal analysis, while it showed much lower anisotropy factor in solution. MB2Phen, which was rather amorphous and did not afford good crystals, showed only negligible CPLm both in the solid state and in solution. A chiral Phen derivative shows remarkable circularly polarized luminescence based on molecular ordering in the solid state but not in solution, indicating the importance of designing intermolecular alignment, not just single molecular dissymmetry.

学術雑誌論文

Accepted Manuscript

1359-7345