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Nachbargruppeneffekte in der Gas-Phase: Intramolekulare Deacetalisierung von Hydroxyacetalen unter den Bedingungen der chemischen Ionisation
Authors:Stefan Matile  Agnes Janowitz  Sandro Ghirlanda  Annalaura Lorenzi-Riatsch  Albert Horni  Attila Moricz  Stefan Bienz  Norbert Bild  Wolf-Dietrich Woggon  Manfred Hesse
Abstract:Neighboring-Group Participation in the Gas Phase: Intramolecular Deacetalization of Hydroxyacetals under the Conditions of Chemical Ionization
  • 1 Herrn Prof. Dr. Christoph Tamm zum 70. Geburtstag gewidmet
  • Under the conditions of chemical ionization (NH3, isobutane, ND3), hydroxyacetals do not show the expected [M + H+] signal, but the peak corresponding to the loss of the alcohol component of the acetal. This reaction is dependent on the presence of the OH group in the vicinity of the acetal and on the ring size of the heterocycle being formed. M is detected to a small extent as a consequence of charge exchange during chemical ionization.
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