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Mass spectra of maleimides, isomaleimides, bis ‐maleimides, bis ‐isomaleimides and the intramolecular photocyclization products of bis ‐maleimides
Author(s) -
Feast W. J.,
Put J.,
De Schryver F. C.,
Compernolle F. C.
Publication year - 1970
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210030408
Subject(s) - intramolecular force , chemistry , fragmentation (computing) , polyatomic ion , mass spectrum , moiety , ion , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , computer science , operating system
The mass spectral fragmentation of some maleimides, isomaleimides, bis ‐maleimides, bis ‐isomaleimides and diazatetracyclotetraones (intramolecular photocyclization products of bis ‐maleimides) have been investigated. The elimination of carbon dioxide from the molecular ions of these compounds is not generally an important process. Fragment ions arising from the transfer of one or more hydrogen atoms from the eliminated to the charge retaining moiety (and vice versa) are prevalent and the variation in fragment ion intensity with changes in structure is consistent with the mechanisms of the analogous fragmentations of succinimides established by Djerassi's group. The apparently unusual fragmentations of the diazatetracyclotetraones may be rationalized on the basis that the molecular ion consists of three or more different species.