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  Electron impact and chemical ionization mass spectra of bis(methoxycarbonyl) [2.2](2,5)pyridinophanes. Formation of quinolizinium ions under electron impact

Rentzea, M., Hasselbach, H.-J., & Staab, H. A. (1986). Electron impact and chemical ionization mass spectra of bis(methoxycarbonyl) [2.2](2,5)pyridinophanes. Formation of quinolizinium ions under electron impact. Organic Mass Spectrometry, 21(6), 367-370. doi:10.1002/oms.1210210612.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0006-93E1-5 Version Permalink: https://hdl.handle.net/21.11116/0000-0006-93E2-4
Genre: Journal Article

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OrganicMassSpectrometry_21_1986_367.pdf (Any fulltext), 360KB
 
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https://onlinelibrary.wiley.com/doi/epdf/10.1002/oms.1210210612 (Any fulltext)
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 Creators:
Rentzea, Marina1, Author           
Hasselbach, Hans-Joachim2, Author           
Staab, Heinz A.1, Author           
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1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              
2Max Planck Institute for Medical Research, Max Planck Society, ou_1125545              

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 Abstract: For four isomeric bis(methoxycarbonyl)[2.2](2,5)pyridinophanes differing only in the mutual orientation of the two nicotinic ester units, electron impact mass spectra were measured. The fragmentations observed distinguish surprisingly well between the isomers, depending on the transannular substitution pattern. Of special interest is that for one isomer the otherwise unimportant ion at m /z 298 is found as base peak. This ion is formed by expulsion of HCN from the molecular ion, transannular cycloaddition and aromatization to a stable quinolizinium ion. Fragmentation pathways of the isomers are compared, and chemical ionization and negative ion chemical ionization mass spectra are discussed.

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Language(s): eng - English
 Dates: 1985-09-121985-12-292005-04-071986-06
 Publication Status: Issued
 Pages: 4
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 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/oms.1210210612
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Title: Organic Mass Spectrometry
  Abbreviation : Org. Mass Spectrom.
Source Genre: Journal
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Publ. Info: Chichester [u.a.] : Wiley
Pages: - Volume / Issue: 21 (6) Sequence Number: - Start / End Page: 367 - 370 Identifier: ISSN: 2376-3884
CoNE: https://pure.mpg.de/cone/journals/resource/2376-3884