Kaiser, Alexander and Mayer, Klaus K. and Sellmer, Andreas and Wiegrebe, Wolfgang (2003) Electron Impact Induced Fragmentation of Aromatic Alkoxyimines II [5]. Formation and Transformation of Heterocyclic Radical Cations in the Gas Phase a. MONATSHEFTE FUR CHEMIE, 134 (3). pp. 343-354. ISSN 0026-9247, 1434-4475
Full text not available from this repository. (Request a copy)Abstract
The molecular ion 1 of N-(n-propoxy)benzaldimine I rearranges by an 1,5-H-shift to the delta-distonic ion 2 which subsequently cyclizes to the alpha-distonic ion 3. Homolytic cleavage of the N-O bond in 3 results in the delta-distonic ion 4 which expels CH2O leading to the beta-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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | FUNCTIONAL-GROUP MIGRATION; REDUCTION; alkoxybenzaldimines; tetrahydrooxazines; 2-phenylazetidines; mass spectrometry; Longevialle migration |
| Subjects: | 500 Science > 540 Chemistry & allied sciences 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 24 Aug 2021 10:59 |
| Last Modified: | 24 Aug 2021 10:59 |
| URI: | https://pred.uni-regensburg.de/id/eprint/39245 |
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