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Highly soluble cyclic dibenzophenazine heterodimer enabled by a tetra-functionalized building block

2025/11/25 by Naohiro Namba, Fumiya Ogura, Marc K Etherington +2 · 1 voice
Chemistry · Engineering · Materials Science · #Luminescence and Fluorescent Materials #Organic Light-Emitting Diodes Research #Synthesis and Properties of Aromatic Compounds

paper · pdf · doi:10.1093/chemle/upaf216

openalex publication_date 2025/11/25 · openalex created_date 2025/11/27 · openalex updated_date 2026/07/30

Abstract

Abstract A cyclic heterodimer of dibenzo[a,j]phenazine (DBPHZ) has been synthesized using a novel tetra-functionalized DBPHZ building block bearing bulky siloxy and dibromo substituents. Siloxy groups markedly enhanced the solubility of both the resulting intermediates and the macrocycle, enabling facile purification and systematic photophysical studies. The heterodimer exhibits locally excited fluorescence with minimal solvent dependence in solutions and pronounced aggregation-induced red-shifted emission in the films. This study demonstrates a molecular design strategy to enhance solubility and processability of nitrogen-embedded π-conjugated macrocycles.

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