TY - JOUR
T1 - Rearrangement reactions of deprotonated hydrazones in the gas phase
AU - Adams, Gregory W.
AU - Bowie, John H.
AU - Hayes, Roger N.
AU - Gross, Michael L.
PY - 1992
Y1 - 1992
N2 - Evidence is presented which suggests that deprotonated hydrazones undergo a negative ion Beckmann rearrangement, for example, -CH 2(Me)C=NNMe2 →; [(CH2C=NMe)Me 2N-] ← [(CH2=C=NMe) * -Me2N+] → - CH2CN + Me3N. A number of fragmentations not involving skeletal rearrangement are also observed including a characteristic elimination of methane, e.g. - CH2(Me)C=NNMe2 → [(CH 2(Me)=C-N=N Me)Me-] → CH2(Me)=C-N=NCH 2 - + CH4.
AB - Evidence is presented which suggests that deprotonated hydrazones undergo a negative ion Beckmann rearrangement, for example, -CH 2(Me)C=NNMe2 →; [(CH2C=NMe)Me 2N-] ← [(CH2=C=NMe) * -Me2N+] → - CH2CN + Me3N. A number of fragmentations not involving skeletal rearrangement are also observed including a characteristic elimination of methane, e.g. - CH2(Me)C=NNMe2 → [(CH 2(Me)=C-N=N Me)Me-] → CH2(Me)=C-N=NCH 2 - + CH4.
UR - http://www.scopus.com/inward/record.url?scp=37049086741&partnerID=8YFLogxK
U2 - 10.1039/p29920000469
DO - 10.1039/p29920000469
M3 - Article
AN - SCOPUS:37049086741
SN - 1472-779X
SP - 469
EP - 473
JO - Journal of the Chemical Society, Perkin Transactions 2
JF - Journal of the Chemical Society, Perkin Transactions 2
IS - 4
ER -