ArticleAngewandte Chemie (International ed. in English)2023
Electronic Control of the Scholl Reaction: Selective Synthesis of Spiro vs Helical Nanographenes.
Article in Angewandte Chemie (International ed. in English), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Nanographene-Based van der Waals Organic Framework With Permanent Porosity.Angewandte Chemie (International ed. in English) · 2026Article
- π-Aggregation-free, fused perylene pentamers: synthesis, narrowband far-red to near-infrared emission, and chiroptical properties.Chemical science · 2026Article
- Spiro‑Linked Double Tetraphenylethenes: Solid-State Emission and Circularly Polarized Luminescence Imaging.Angewandte Chemie (International ed. in English) · 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
- Synthesis of zwitterionic open-shell bilayer spironanographenes.Nature chemistry · 2025Article
- Enantiomerically Pure Helical Bilayer Nanographenes: A Straightforward Chemical Approach.Journal of the American Chemical Society · 2024Article
- Synthesis and Structural and Optical Behavior of Dehydrohelicene-Containing Polycyclic Compounds.Molecules (Basel, Switzerland) · 2024Review
- A Generalized Nomenclature Scheme for Graphene Pores, Flakes, and Edges, and an Algorithm for Their Generation and Numbering.Nanomaterials (Basel, Switzerland) · 2023Article
- Helical Bilayer Nanographenes: Impact of the Helicene Length on the Structural, Electrochemical, Photophysical, and Chiroptical Properties.Journal of the American Chemical Society · 2023Article
- Electronic Control of the Scholl Reaction: Selective Synthesis of Spiro vs Helical Nanographenes.Angewandte Chemie (International ed. in English) · 2023Article
- Construction of hexabenzocoronene-based chiral nanographenes.Beilstein journal of organic chemistry · 2023Review
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5 authors.
Funding
Abstract
Scholl oxidation has become an essential reaction in the bottom-up synthesis of molecular nanographenes. Herein, we describe a Scholl reaction controlled by the electronic effects on the starting substrate (1 a, b). Anthracene-based polyphenylenes lead to spironanographenes under Scholl conditions. In contrast, an electron-deficient anthracene substrate affords a helically arranged molecular nanographene formed by two orthogonal dibenzo[fg,ij]phenanthro-[9,10,1,2,3-pqrst]pentaphene (DBPP) moieties linked through an octafluoroanthracene core. Density Functional Theory (DFT) calculations predict that electronic effects control either the first formation of spirocycles and subsequent Scholl reaction to form spironanographene 2, or the expected dehydrogenation reaction leading solely to the helical nanographene 3. The crystal structures of four of the new spiro compounds (syn 2, syn 9, anti 9 and syn 10) were solved by single crystal X-ray diffraction. The photophysical properties of the new molecular nanographene 3 reveal a remarkable dual fluorescent emission.
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