
TY  - JOUR
A1  - Raftery, MJ 
A1  - Bowie, JH 
T1  - The Collision-Induced Dissociations of Deprotonated Amines in the Gas Phase
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1988
VL  - 41
IS  - 9
SP  - 1477
EP  - 1489
KW  - 
UR  - https://doi.org/10.1071/CH9881477 
N2  - The major collision-induced fragmentations of deprotonated primary and secondary amines are best rationalized as proceeding through the intermediacy of ion complexes. For example, the characteristic fragmentation of deprotonated ethylamine isMeCH2NH- &#8594; [Me-(CH2=NH)] &#8594; CH2N- + CH4 Secondary alkylamines behave in a similar fashion. The occurrence of proton transfer as a prelude to fragmentation is rare: the only example observed in this study is the probable reaction PhNEt &#8594;&#8594; PhNHCHMe &#8594; [(PhNH=CH)Me-] &#8594; C7H6N- + CH4 which is preceded or accompanied by proton transfer between the methylene and phenyl substituents. Deprotonated aniline undergoes specific elimination of CNH from the 1-position to form the cyclopentadienyl anion. Finally, retro reactions are observed for the piperazine anion, e.g. HN(CH2CH2)2N &#8594; -CH2CH2N=CH2+CH2NH 
ER  -

