ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Gas-Phase Transformation of Fluorinated Benzoporphyrins to Porphyrin-Embedded Conical Nanocarbons.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- Sustainable Synthesis of 4,7-Dihydro-4,7-ethano-2H-isoindoles-Key Building Blocks to Benzoporphyrins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Time-resolved imaging and analysis of the electron beam-induced formation of an open-cage metallo-azafullerene.Nature chemistry · 2023Article
- Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.Chemical reviews · 2022Review
- Gas-Phase Transformation of Fluorinated Benzoporphyrins to Porphyrin-Embedded Conical Nanocarbons.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
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Authors and funding
9 authors.
Funding
Abstract
Geodesic nitrogen-containing graphene fragments are interesting candidates for various material applications, but the available synthetic protocols, which need to overcome intrinsic strain energy during the formation of the bowl-shaped skeletons, are often incompatible with heteroatom-embedded structures. Through this mass spectrometry-based gas-phase study, we show by means of collision-induced dissociation experiments and supported by density functional theory calculations, the first evidence for the formation of a porphyrin-embedded conical nanocarbon. The influences of metalation and functionalization of the used tetrabenzoporphyrins have been investigated, which revealed different cyclization efficiencies, different ionization possibilities, and a variation of the dissociation pathway. Our results suggest a stepwise process for HF elimination from the fjord region, which supports a selective pathway towards bent nitrogen-containing graphene fragments.
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