From Planar to Cage in 15 Easy Steps: Resolving the CHF- ↑ C Transformation by Ion Mobility Mass Spectrometry.

A combination of mass spectrometry, collision-induced dissociation, ion mobility mass spectrometry (IM-MS), and density functional theory (DFT) has been used to study the evolution of anionic species generated by laser-desorption of the near-planar, fluorinated polycyclic aromatic hydrocarbon (PAH),...

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Publicado en:Journal of the American Chemical Society Vol. 138; no. 35; pp. 11254 - 11264
Autores principales: Greisch, Jean-François, Amsharov, Konstantin Yu., Weippert, Jürgen, Weis, Patrick, Böttcher, Artur, Kappes, Manfred M.
Formato: Artículo
Publicado: American Chemical Society 9/7/2016
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Acceso en línea:Ver este registro en EBSCOhost
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        atl: From Planar to Cage in 15 Easy Steps: Resolving the CHF- ↑ C Transformation by Ion Mobility Mass Spectrometry.
      aug:
        au:
          Greisch, Jean-François
          Amsharov, Konstantin Yu.
          Weippert, Jürgen
          Weis, Patrick
          Böttcher, Artur
          Kappes, Manfred M.
        affil:
          Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany
          Institut für Organische Chemie, University Erlangen-Nürnberg, Henkestrasse 42, 91054 Erlangen, Germany
          Institute of Physical Chemistry, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 2, 76131 Karlsruhe, Germany
      su:
        Polycyclic aromatic hydrocarbons synthesis
        Ion mobility spectroscopy
        Hydrogenation
        Regioselectivity (Chemistry)
        Density functional theory
      sug:
        subj:
          Polycyclic aromatic hydrocarbons synthesis
          Ion mobility spectroscopy
          Hydrogenation
          Regioselectivity (Chemistry)
          Density functional theory
      ab: A combination of mass spectrometry, collision-induced dissociation, ion mobility mass spectrometry (IM-MS), and density functional theory (DFT) has been used to study the evolution of anionic species generated by laser-desorption of the near-planar, fluorinated polycyclic aromatic hydrocarbon (PAH), CHF (s). The dominant decay process for isolated, thermally activated CHF- species comprises a sequence of multiple regioselective cyclodehydrofluorination and cyclodehydrogenation reactions (eliminating HF and H, respectively, while forming additional pentagons and/or hexagons). The DFT calculations allow us to set narrow bounds on the structures of the resulting fragment ions by fitting structural models to experimentally determined collision cross sections. These show that the transformation of the precursor anion proceeds via a series of intermediate structures characterized by increasing curvature, ultimately leading to the closed-shell fullerene cage C as preprogrammed by the precursor structure.
      pubtype: Academic Journal
      doctype: Article
      src: R
    language: English
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