ArticleChemistry (Weinheim an der Bergstrasse, Germany)2026
Dual-State Photophysical Modulation via Bifurcated Hydrogen Bonding in a U-Shaped Dipyridophenazine-Cored Donor-π-Acceptor-π-Donor Fluorophore.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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2 citing papers in PubMed.
- Dual-Mode Fluorescence Modulation Using Ferrocene-Dithienylethene-Pyromellitic Diimide-Based Photoswitchable Material: Applications in Cascaded Molecular Logic and in Deciphering Secret Codes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Dual-State Photophysical Modulation via Bifurcated Hydrogen Bonding in a U-Shaped Dipyridophenazine-Cored Donor-π-Acceptor-π-Donor Fluorophore.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
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8 authors.
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Abstract
Modulating photophysical properties via hydrogen bonding offers a powerful strategy for designing supramolecular functional materials and responsive optical systems. Here, we present a U-shaped dipyridophenazine (DPyPHZ)-cored donor-π-acceptor-π-donor (D-π-A-π-D) scaffold that serves as a hydrogen-bond receptor capable of forming bifurcated hydrogen bonds, enabling simultaneous modulation of both ground and excited states. We developed an efficient synthetic route to this π-conjugated system, and demonstrated that its absorption and emission spectra undergo pronounced red-shifts upon 1:1 complexation with neutral hydrogen-bond donors such as sulfonamides and even water. Spectroscopic analyses reveal that the hydrogen-bonding interaction stabilizes the charge-transfer excited state, leading to enhanced photoluminescence quantum yield (PLQY) and color modulation. Notably, these optical responses persist in the solid state when embedded in a polymer matrix, enabling emission color switching without fluorophore aggregation. Single-crystal X-ray analysis confirmed the formation of a well-defined bifurcated hydrogen-bonding complex in the solid state. Comparative studies with structural analogues highlight the importance of the electron-density hotspot in DPyPHZ for selective and directional hydrogen bonding. This work introduces a supramolecular design strategy for precise dual-state photophysical control, providing a platform for environmentally responsive luminescent materials with potential in sensing, imaging, and optoelectronic applications.
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