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Proximity effects in the mass spectra of crowded bis(dimethylamino)arenes, I, intramolecular cyclization of ‘proton sponges’ under electron impact by Marina Rentzea; Thomas Saupe; Heinz A Staab is a Chemistry article available to read on EtoBox.

What is Proximity effects in the mass spectra of crowded bis(dimethylamino)arenes, I, intramolecular cyclization of ‘proton sponges’ under electron impact about?

EI mass spectra of 4,5-bis(dimethylaqino)phenanthrene (1) and the related compounds 2-S show base peaks corresponding to an Ma-Me2NH-H fragmentation for which the following iechanism is proposed: intramolecular hydrogen migration from one of the methyl groups to the nitrogen of the adjacent dimethylamino group, intramolecular cyclization with ejection of dimethylamine, and aromatization involving loss of H\* and leading to stable N-methyl thebenidinium and phenanthridinium ions, respectively. The mass spectrum of the intact N-methylthebenidinium cation with m/z 218 as base peak was obtained by using the thermospray technique. We thank Mr. M. A. McDowall, VG Instruments, Tudor Road, Altrincham, Cheshire WA 145RZ, for recording this spectrunl on a VG20-250 LC-MS-DS mass spectrometer, The authors thank Dr.M. Haenel, Max-Planck-Institut fur Kohlenforschung Mblheim, and

Who reads Proximity effects in the mass spectra of crowded bis(dimethylamino)arenes, I, intramolecular cyclization of ‘proton sponges’ under electron impact?

Author

Marina Rentzea; Thomas Saupe; Heinz A Staab

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1986

Language

EN

Field

Chemistry (Physical Sciences)