Valence state engineering in multi-heteroatom-doped PAHs: a strategy for tunable photophysical properties and phototheranostic potentials.

ABSTRACT: Precise modulation of the electronic structures in heteroatom-doped polycyclic aromatic hydrocarbons (hetero-PAHs) is essential for advancing organic optoelectronic materials. Herein, we report a facile synthetic strategy for hetero-PAHs co-doped with N, O, and S/Se, achieved via acid-catalyzed Pictet-Spengler reactions and thermally induced ipso-substitution. Systematic π-extension results in a large redshift in optical absorption/emission and enhances fluorescence quantum yield (Φ _F) from 4.0% to 30.5%. Furthermore, a post-synthetic valence state engineering approach enables precise tuning of photophysical properties: (i) oxidation of thiophene units to thiophene S,S-dioxides increases Φ _F to 42.3% and enhances singlet oxyge

SUBMITTER: Ma Y 

PROVIDER: S-EPMC12179691 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature