ArticleChemical science2025
Büchner-type ring expansion of aromatic main-group biradicaloids toward phosphorus radical-derived NIR-II photothermal materials.
Article in Chemical science, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- Silicon-Bridged Homocyclopentadienides: Metal-Assisted Facile Ring Expansion of Cyclopentadienide by Transient Imino(Metallophosphino)Silylenes.Angewandte Chemie (International ed. in English) · 2026Article
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6 authors.
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Abstract
The Büchner reaction enables the construction of functionalized cycloheptatrienes and aromatic tropylium cations, and has recently been extended to the ring expansion of arenes with low-valent main-group systems. Although stable 6π-aromatic biradicaloids typically exhibit characteristic biradical reactivity, we leverage the aromaticity of dicarbondiphosphides (1) to achieve an unprecedented Büchner-type ring expansion, yielding air-stable aromatic 1,3-diphospholium cations (3). Multimodal characterization (NMR, UV-vis, SC-XRD, computational studies) confirms the 6π-aromaticity of 3. Reduction of 3 yields stable 7π-electron neutral radicals (4), which contrast with conventional five-membered neutral radicals possessing 5π-electron systems. These radicals (4a:
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