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Electron Impact Induced Loss of C-5/C-8 Substituents of 1,2,3,4-Tetrahydroisoquinolines, V: Synthesis and Mass Spectrometric Fragmentation of Dihydroisoindole Derivatives
Knefeli, F., Mayer, K. K. and Wiegrebe, Wolfgang (1989) Electron Impact Induced Loss of C-5/C-8 Substituents of 1,2,3,4-Tetrahydroisoquinolines, V: Synthesis and Mass Spectrometric Fragmentation of Dihydroisoindole Derivatives. Archiv der Pharmazie 322, pp. 419-426.Date of publication of this fulltext: 08 Jul 2010 04:46
Article
DOI to cite this document: 10.5283/epub.15703
Abstract
C-8-substituted N-methyl-1,2,3,4-tetrahydroisoquinoline radical cations lose the complete substituent in a one step reaction giving rise to an unexpected ion at m/z 146, which is probably identical with the dihydroisoindolylmethyl- cation A. The dihydroisoindoles 1, 10, and 16 were prepared as potentially alternative precursors of ion A. However, the ion at m/z 146 in their EI mass spectra ...
C-8-substituted N-methyl-1,2,3,4-tetrahydroisoquinoline radical cations lose
the complete substituent in a one step reaction giving rise to an unexpected
ion at m/z 146, which is probably identical with the dihydroisoindolylmethyl-
cation A. The dihydroisoindoles 1, 10, and 16 were prepared as
potentially alternative precursors of ion A. However, the ion at m/z 146 in
their EI mass spectra is of very low intensity, so CID-experiments for structural
comparison could not be performed. The electron impact induced fragmentations
of 1,10, and 16 are discussed.
An C-8 substituierte N-Methyl-1,2,3,4-tetrahydroisochinolin-Radikalkationen
verlieren den gesamten Substituenten in einstufiger Reaktion unter
Bildung eines unerwarteten Ions bei m/z 146, dessen postulierte Identität mit
dem Dihydroisoindolylmethyl-Kation A geprüft werden sollte. Die Dihydroisoindole
1,10 und 16 - mögliche Vorläufer von A - wurden synthetisiert
In ihren EI-MS tritt das Ion bei m/z 146 mit nur sehr geringer Intensität auf,
CID-Messungen zum Strukturvergleich konnten daher nicht durchgeführt
werden. Die Elektronenstoß-induzierten Fragmentierungen von 1,10 und 16
werden diskutiert.
Involved Institutions
Details
| Item type | Article |
| Journal or Publication Title | Archiv der Pharmazie |
| Publisher: | John Wiley & Sons |
|---|---|
| Volume: | 322 |
| Page Range: | pp. 419-426 |
| Date | 1989 |
| Institutions | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe |
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences |
| Status | Published |
| Refereed | Yes, this version has been refereed |
| Created at the University of Regensburg | Unknown |
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-157033 |
| Item ID | 15703 |
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