Gas-Phase Transformation of Fluorinated Benzoporphyrins to Porphyrin-Embedded Conical Nanocarbons
Lungerich D, Hitzenberger J, Ruppel M, Döpper T, Witt M, Ivanovic-Burmazovic I, Görling A, Jux N, Drewello T (2020)
Publication Type: Journal article
Publication year: 2020
Journal
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.
Authors with CRIS profile
Dominik Lungerich
Lehrstuhl für Organische Chemie II
Jakob Hitzenberger
Professur für Physikalische Chemie
Michael Ruppel
Lehrstuhl für Organische Chemie II
Tibor Döpper
Lehrstuhl für Theoretische Chemie
Ivana Ivanovic-Burmazovic
Lehrstuhl für Bioanorganische Chemie
Andreas Görling
Lehrstuhl für Theoretische Chemie
Norbert Jux
Naturwissenschaftliche Fakultät
Thomas Drewello
Professur für Physikalische Chemie
Involved external institutions
Germany (DE)How to cite
APA:
Lungerich, D., Hitzenberger, J., Ruppel, M., Döpper, T., Witt, M., Ivanovic-Burmazovic, I.,... Drewello, T. (2020). Gas-Phase Transformation of Fluorinated Benzoporphyrins to Porphyrin-Embedded Conical Nanocarbons. Chemistry - A European Journal. https://doi.org/10.1002/chem.202002638
MLA:
Lungerich, Dominik, et al. "Gas-Phase Transformation of Fluorinated Benzoporphyrins to Porphyrin-Embedded Conical Nanocarbons." Chemistry - A European Journal (2020).
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