ArticleNature chemistry2025
Synthesis of zwitterionic open-shell bilayer spironanographenes.
Article in Nature chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Oxonium-Embedded Benzo[ACS central science · 2026Article
- A Doubly Twisted Molecular Nanocarbon With Substantial π-Overlap: Facile Synthesis, Chiral Resolution, and Through-Space Electronic Coupling.Angewandte Chemie (International ed. in English) · 2026Article
- A Chiral Saddle-Shaped Nanographene With Two Heptagon-Embedded [4]Helicenes.Angewandte Chemie (International ed. in English) · 2026Article
- Nanographene-Based van der Waals Organic Framework With Permanent Porosity.Angewandte Chemie (International ed. in English) · 2026Article
- Spiro‑Linked Double Tetraphenylethenes: Solid-State Emission and Circularly Polarized Luminescence Imaging.Angewandte Chemie (International ed. in English) · 2026Article
- Through-bondJournal of materials chemistry. C · 2026Article
- Self-induced charge transfer activation enables metal-free C-H coupling of polycyclic aromatic hydrocarbons under photo irradiation.Chemical science · 2026Article
- Bilayer nanographenes: structure, properties, and synthetic challenges.Chemical Society reviews · 2025Review
- Reduction-Induced C─C Cleavage and Site-Specific Hydrogenation of a Highly Strained Bilayer Spironanographene.Angewandte Chemie (International ed. in English) · 2025Article
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Authors and funding
10 authors.
Funding
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Abstract
Molecular nanographenes (NGs) are nanoscale graphene fragments obtained by organic synthetic protocols. Here we report the bottom-up synthesis of two spiro-NGs formed by two substituted hexa-peri-hexabenzocoronenes (HBCs), spiro-NG and F-spiro-NG. The X-ray crystal structure of the deca-tert-butyl-functionalized spiro-NG shows a bilayer disposition of the HBCs in face-to-face contact. By contrast, F-spiro-NG, which features tert-butyl substituents on one HBC unit, and fluorine on the other HBC unit, is an electron donor-acceptor bilayer NG. The structural assembly of the donor and acceptor graphenic layers enables an electron-transfer process that leads to the formation of a zwitterionic open shell, paramagnetic species constituted by a radical cation and a radical anion located in the donor and the acceptor HBCs, respectively. Magnetic and spectroelectrochemical experiments, together with theoretical calculations, support the persistent/dominant charge-separated nature of F-spiro-NG. Furthermore, photoconductivity measurements show a significant increase of the charge carrier mobility in the case of F-spiro-NG (Σμ = 6 cm
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