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Reactions of Gaseous, Halogenated Propene Radical Cations with Ammonia: A Study of the Mechanism by Fourier Transform Ion Cyclotron Resonance
Author(s) -
Büchner Michael,
Nixdorf Andreas,
Grützmacher HansFriedrich
Publication year - 1998
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19980904)4:9<1799::aid-chem1799>3.0.co;2-7
Subject(s) - chemistry , deprotonation , photochemistry , fourier transform ion cyclotron resonance , radical ion , ammonia , propene , molecule , ion cyclotron resonance , halogen , ion , exothermic reaction , excited state , decomposition , gas phase , double bond , resonance (particle physics) , organic chemistry , atomic physics , cyclotron , alkyl , physics , catalysis
Gas‐phase ion‐molecule reactions of radical cations with ammonia have been investigated. The addition of an ammonia molecule to the ionized double bond of 2‐halogenopropenes is so fast that it competes successfully with the very exothermic proton transfer from the methyl group (below). In fact, deprotonation of the unsaturated radical cation may occur by an addition‐elimination mechanism via the excited β ‐distonic radical cation. In the gas phase the further decomposition of this intermediate by loss of the halogen depends on the energy released during the addition step.