ArticleNature communications2023
Synthesis of precisely functionalizable curved nanographenes via graphitization-induced regioselective chlorination in a mechanochemical Scholl Reaction.
Article in Nature communications, 2023. 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.
- Exact benzannulation regulates packing and circularly polarized luminescence in a chiral bilayer nanographene.Chemical science · 2026Article
- A Potassium Base-Promoted Intramolecular Enolate-Olefin Metathesis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- A Theoretical Study of Positively Curved Circulenes Embedded with Five-Membered Heterocycles: Structures and Inversions.Molecules (Basel, Switzerland) · 2024Article
- Facile Mechanochemical Functionalization of Hydrophobic Substrates for Single-Walled Carbon Nanotube Based Optical Reporters of Hydrolase Activity.ACS applied materials & interfaces · 2024Article
- Multi-heteroatom doped nanographenes: enhancing photosensitization capacity by forming an electron donor-acceptor architecture.Chemical science · 2024Article
- Unveiling the Multielectron Acceptor Properties of π-Expanded Pyracylene: Reversible Boat to Chair Conversion.Journal of the American Chemical Society · 2024Article
- Cycl[2,2,4]azine-embedded non-alternant nanographenes containing fused antiaromatic azepine ring.Chemical science · 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
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Authors and funding
7 authors.
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Abstract
While the synthesis of nanographenes has advanced greatly in the past few years, development of their atomically precise functionalization strategies remains rare. The ability to modify the carbon scaffold translates to controlling, adjusting, and adapting molecular properties. Towards this end, here, we show that mechanochemistry is capable of transforming graphitization precursors directly into chlorinated curved nanographenes through a Scholl reaction. The halogenation occurs in a regioselective, high-yielding, and general manner. Density Functional Theory (DFT) calculations suggest that graphitization activates specific edge-positions for chlorination. The chlorine atoms allow for precise chemical modification of the nanographenes through a Suzuki or a nucleophilic aromatic substitution reaction. The edge modification enables modulation of material properties. Among the molecules prepared, corannulene-coronene hybrids and laterally fully π-extended helicenes, heptabenzo[5]superhelicenes, are particularly noteworthy.
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Registered trials
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