ArticleMacromolecules2024
Oxepine-Based π-Conjugated Ladder/Step-Ladder Polymers with Excited -State Aromaticity.
Article in Macromolecules, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- A Decade of Progress: Review of the Synthesis of Dibenzo[b,f]oxepines.Chemical record (New York, N.Y.) · 2025Review
- Direct ladderization of cyclooctatetraene-containing, processable conjugated ladder polymers from annulated bis-zirconacyclopentadienes.Chemical science · 2024Article
- Ambipolar conjugated ladder polymers by room-temperature Knoevenagel polymerization.Chemical science · 2024Article
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Authors and funding
4 authors.
Funding
Abstract
Ladder polymers with backbones of uninterrupted ring-fused units have attracted academia and the industrial attention for decades because of their extended π-conjugation and intrinsic microporosity for possible potential applications in organic optoelectronics and membrane gas separations. We report herein the synthesis and characterization of a new series of oxepine-based ladder/step-ladder polymers, prepared by the acid-promoted intramolecular aromatic electrophilic cyclization reactions on alkyne-containing poly(arylene ether) precursors. In contrast to the more common annulations that produce five- and six-membered rings, we report that seven-membered ring can be regioselectively and quantitatively generated post-polymerization. Model compounds, with repeating units of polymers, have also been synthesized and X-ray crystallographic analysis reveals a non-planar contorted structure that is also present in the polymers. More interestingly, the oxepine-based ladder/step-ladder polymers appear to display a photoinduced planarization of the 8 π electron oxepine ring driven by the excited state aromatic stabilization energy and indicated by the large Stokes shift.
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Registered trials
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