Dissociative ionization of substituted piperideines

The fragmentation of different alkyl(aryl) substituted piperideines [tetrahydro-pyridines] was studied by analyzing high-resolution mass spectra and DADI [Direct Analysis of Daughter Ions] spectra. It was shown that the retrodiene decomposition of the ring is suppressed by competing processes of elimination of ring substitutents. The nature of the substituents and their mutual disposition on the ring have a substantial influence on the extent of their cleavage from the ring. © 1989 Plenum Publishing Corporation.