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Main Title: Zur McLafferty-Umlagerung bei Radikalkationen von Phenylpyridylalkanonen
Translated Title: On the McLafferty Rearrangement of Ionized Phenyl Pyridyl Alkanones
Author(s): Richter, Bernd
Schwarz, Helmut
Type: Article
Language Code: de
Abstract: A detailed investigation concerning the genesis of McLafferty rearrangement products from molecular ions of phenyl pyridyl alkanones reveals the following features: 1) The various products are not formed by competitive dissociations of the molecular ion. Most of the relevant fragment ions are generated from the primary McLafferty product of a hydrogen transfer to the ionized carbonyl group (M+·→m/z 163, ion k). The ion k plays a decisive role for the generation of the abundant product ions at m/z 93 (ion g) and m/z 106 (ion s) both of which are formed by further dissociation of k. Details of the mechanisms for the decomposition of k are obtained by investigating [D]-labelled isotopomers, the analysis of low and high resolution data, the application of MIKE and CA spectra. The problem of keto/enol tautomerism between some ions, relevant in this context, is discussed and it is shown that these isomerization processes are not involved. A detailed description is given for the syntheses of various [D]-labelled phenyl pyridyl alkanones.
Issue Date: 1981
Date Available: 4-Jan-2019
DDC Class: 540 Chemie und zugeordnete Wissenschaften
Subject(s): mass spectrometry
hydrogen rearrangemen
keto enol tautomerism
metastable ions
collisional activation
Journal Title: Zeitschrift für Naturforschung B
Publisher: De Gruyter
Publisher Place: Berlin
Volume: 36
Issue: 7
Publisher DOI: 10.1515/znb-1981-0716
Page Start: 865
Page End: 867
EISSN: 1865-7117
ISSN: 0932-0776
Appears in Collections:FG Organische Chemie » Publications

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