Publication type: Article in scientific journal
Type of review: Peer review (publication)
Title: C-H activation in reactions of protonated hydrogen peroxide with propane
Authors: Adlhart, Christian
Uggerud, Einar
DOI: 10.1016/j.ijms.2006.05.018
Published in: International Journal of Mass Spectrometry
Volume(Issue): 254
Issue: 3
Pages: 189
Pages to: 196
Issue Date: 1-Aug-2006
Publisher / Ed. Institution: Elsevier
Publisher / Ed. Institution: Amsterdam
ISSN: 1387-3806
Language: English
Subjects: Reaction mechanism; Carbocations; Hydride abstraction; Proton transfer
Subject (DDC): 540: Chemistry
Abstract: Reactions between deuterium labelled alkanes and H2OOH+ have been investigated by conducting gas phase reactions within the cell of an FT-ICR mass spectrometer. Propane is exceptional in giving off a hydride (deuteride) thereby producing the propyl cation and two water molecules, as well as demonstrating high activity for proton induced H/D exchange. The detailed mechanistic scenario has been modelled using accurate quantum chemical methods (MP2 and G3). The calculations show that hydrogen exchange takes place via a synchronous flip–flop mechanism. Results of reactions with partially deuteriated propanes demonstrate quite exceptional regioselectivity for hydride abstraction in favour of the secondary positions (2-H) compared to the primary (1-H). This observation is understood on the basis of transition state theory.
Fulltext version: Published version
License (according to publishing contract): Licence according to publishing contract
Departement: Life Sciences and Facility Management
Organisational Unit: Institute of Chemistry and Biotechnology (ICBT)
Appears in collections:Publikationen Life Sciences und Facility Management

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