✦ LIBER ✦
A McLafferty rearrangement in an even-electron system: C3H6 elimination from the α-cleavage product of tri-n-butylamine
✍ Scribed by Herbert Budzikiewicz; Peter Bold
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 361 KB
- Volume
- 26
- Category
- Article
- ISSN
- 1076-5174
No coin nor oath required. For personal study only.
✦ Synopsis
It is shown by deuterium labelling, linked-scan measurements and collision activation that the [M -C,H,'I+ (a-cleavage) ion in the electron impact ionization spectrum of tributylamine loses C3H, with transfer of one hydrogen specifically from the y-position. The experimental data point towards a mechanism which involves the intermediate formation of a distonic diradical ion from an excited a-cleavage ion which then eliminates the neutral alkene.