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Nachbargruppeneffekte in der Gas-Phase: Intramolekulare Deacetalisierung von Hydroxyacetalen unter den Bedingungen der chemischen Ionisation


Matile, Stefan; Janowitz, Agnes; Ghirlanda, Sandro; Lorenzi-Riatsch, Annalaura; Horni, Albert; Moricz, Attila; Bienz, Stefan; Bild, Norbert; Woggon, Wolf-Dietrich; Hesse, Manfred (1993). Nachbargruppeneffekte in der Gas-Phase: Intramolekulare Deacetalisierung von Hydroxyacetalen unter den Bedingungen der chemischen Ionisation. Helvetica Chimica Acta, 76(3):1305-1310.

Abstract

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.

Abstract

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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Additional indexing

Other titles:Neighboring-group participation in the gas phase: intramolecular deacetalization of hydroxyacetals under the conditions of chemical ionization
Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:12 May 1993
Deposited On:24 Aug 2017 15:53
Last Modified:20 Feb 2018 12:47
Publisher:Wiley-Blackwell Publishing, Inc.
ISSN:0018-019X
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/hlca.19930760317

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