ArticleJournal of the American Chemical Society2020
Aromatic Nanosandwich Obtained by σ-Dimerization of a Nanographenoid π-Radical.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 50 citations in OpenAlex.
- A CJournal of the American Chemical Society · 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
- Heptannulated Perylene Diimides: Formation and Reactivity of Electron-Deficient Tropylium Cations and Heptafulvenes.Angewandte Chemie (International ed. in English) · 2025Article
- Supramolecular complexation of CRSC advances · 2025Article
- Tridecacyclene Tetraimide: An Easily Reduced Cyclooctatetraene Derivative.Angewandte Chemie (International ed. in English) · 2022Article
- Naphthalimide-Fused Dipyrrins: Tunable Halochromic Switches and Photothermal NIR-II Dyes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Article
- Synthesis of a donor-acceptor heterodimer via trifunctional completive self-sorting.Nature communications · 2022Article
- Multilayer stacks of polycyclic aromatic hydrocarbons.Nature chemistry · 2022Article
- Acenaphtho[1,2-d][1,2,3]triazole and Its Kuratowski Complex: A π-Extended Tecton for Supramolecular and Coordinative Self-Assembly.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.Chemical reviews · 2022Review
- Porphyrin-Ryleneimide Hybrids: Tuning of Visible and Near-Infrared Absorption by Chromophore Desymmetrization.Organic letters · 2020Article
- Synthesis and Properties of NitroHPHAC: The First Example of Substitution Reaction on HPHAC.Molecules (Basel, Switzerland) · 2020Article
- Bipyrrole boomerangs via Pd-mediated tandem cyclization-oxygenation. Controlling reaction selectivity and electronic properties.Beilstein journal of organic chemistry · 2020Article
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Authors and funding
11 authors at 3 institutions in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A 139-π-electron nanographenoid radical was obtained by expanding the periphery of a naphthalimide-azacoronene hybrid with a methine bridge. The radical was isolated in the form of its σ-dimer, which was shown to possess a conformationally restricted two-layer structure both in the solid state and in solution. The dimer is cleaved into its parent radicals when exposed to ultraviolet or visible radiation in toluene solutions but is resistant to thermally induced dissociation. Under inert conditions, the radicals recombine quantitatively into the σ-dimer with observable kinetics, but they are oxidized into a ketone derivative in the presence of atmospheric oxygen. Combined structural, spectroscopic, and theoretical evidence shows that the σ-dimer contains a weak C(sp
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