ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Mechanistic studies on the collision-induced fragmentations of quaternary ammonium ionsThe 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.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19780610829
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