Beitrag zum Mechanismus der stossinduzierten Fragmentierungen von quaternären Stickstoffverbindungen. 2. Mitteilung über stossinduzierte Fragmentierungen von felddesorbierten Kationen

✍ Scribed by Matthias Fischer; Hans-Jürgen Veith

• Publisher: John Wiley and Sons
• Year: 1978
• Tongue: German
• Weight: 631 KB
• Volume: 61
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19780610829

✦ Synopsis

Mechanistic studies on the collision‐induced fragmentations of quaternary ammonium ions

The collision‐induced fragmentation behaviour of field desorbed quarternary ammonium ions has been investigated. A main reaction of these ions is the cleavage of the NC bond accompanied by hydrogen rearrangement, i.e. alkane loss from the tetraalkyl substituted ammonium ions of the iodides 1, 2 and 3, respectively, Deuterium labelling indicates that the hydrogen transfer to the leaving group occurs to the extent of about 80% from the α‐position and about 20% from the other positions of an alkyl group. Pronounced heterolytic cleavage of the NC bond is observed in the benzyl substituted ammonium ion of 4. The β‐phenylethyl substituted ammonium ion of 5 shows a homobenzylic heterolysis, possibly yielding the phenonium ion j.