Electron Impact Induced Fragmentation of Aromatic Alkoxyimines II [5]. Formation and Transformation of Heterocyclic Radical Cations in the Gas Phasea |
| |
| Authors: | Alexander Kaiser Klaus K Mayer Andreas Sellmer and Wolfgang Wiegrebe |
| |
| Institution: | (1) Helmholtz Centre Potsdam, GFZ German Research Centre for Geosciences, Organic Geochemistry, Potsdam, Germany;(2) Institute of Geology and Geochemistry of Petroleum and Coal, RWTH Aachen University, Aachen, Germany |
| |
| Abstract: | The molecular ion 1 of N-(n-propoxy)benzaldimine I rearranges by an 1,5-H-shift to the δ-distonic ion 2 which subsequently cyclizes to the α-distonic ion 3. Homolytic cleavage of the N–O bond in 3 results in the δ-distonic ion 4 which expels CH2O leading to the β-distonic ion 5. Ion 5 is also formed from the molecular ions of tetrahydrooxazines II and III and from M+• of phenylazetidine IVa. In a subsequent step, ion 5 cyclizes to the N-protonated 3,4-dihydroisoquinolinium ion 6. The syntheses of II–IV and their derivatives are described. |
| |
| Keywords: | |
| 本文献已被 SpringerLink 等数据库收录！ |
|
