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Proximity effects in the mass spectra of bis(dimethylamino)arenes, III, intramolecular cyclization of 2,2′-bis(dimethylamino)biphenylsunder electron impact

MPG-Autoren
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Rentzea,  Marina
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Höne,  Matthias
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Staab,  Heinz A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Zitation

Rentzea, M., Höne, M., & Staab, H. A. (1988). Proximity effects in the mass spectra of bis(dimethylamino)arenes, III, intramolecular cyclization of 2,2′-bis(dimethylamino)biphenylsunder electron impact. Tetrahedron Letters, 29(44), 5633-5636. doi:10.1016/S0040-4039(00)80831-X.


Zitierlink: https://hdl.handle.net/21.11116/0000-000A-5665-4
Zusammenfassung
There are not only strongly crowded “proton sponges” that show characteristic [M-Me2NH-H]+ peaks corresponding to cyclization to stable, even electron heterocyclic ions under EI. Fragmentation of title compounds which are moderately strong, not very crowded bases also leads to abundant [M-Me2NH-H]+ phenanthridinium ions, as shown by linked scans, exact mass measurements, MS/MS and collisionally activated dissociation (CAD) mass spectra.