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Elektronenstoß-induzierte Spaltung der Stilben-Doppelbindung

Electron-impact induced fission of the stilbene double bond

2. Teil: Untersuchungen zum Mechanismus

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

Electron impact ionization succeeded by a twofold 1,5-H-shift causes fission of the double bond in stilbenes with a β-aminoethyl-(1) or a β-phenylethyl-(4) sidechain ino-position leading to ions atm/z 278 andm/z 253, respectively. Deuteriation and analysis of metastable ions reveal formation of indene cations atm/z 175 after benzylic cleavage of the side chains in1 and4. TheMcLafferty fragment of1 cyclizes to an indanyl radial-cation which is the precursor of the dimethoxybenzyl cation atm/z 151.

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Authors and Affiliations

  1. Naturwissenschaftliche Fakultät IV — Chemie und Pharmazie, Universität Regensburg, D-8400, Regensburg, Bundesrepublik Deutschland

    Klaus K. Mayer, Silvia Prior & Wolfgang Wiegrebe

Authors
  1. Klaus K. Mayer
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  2. Silvia Prior
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  3. Wolfgang Wiegrebe
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Mayer, K.K., Prior, S. & Wiegrebe, W. Elektronenstoß-induzierte Spaltung der Stilben-Doppelbindung. Monatsh Chem 117, 533–543 (1986). https://doi.org/10.1007/BF00810901

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  • DOI: https://doi.org/10.1007/BF00810901

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