
TY  - JOUR
A1  - Bayada, A 
A1  - Lawrance, GA 
A1  - Maeder, M 
T1  - Diammonium Salts Derived From 1,4-Diazabicyclo[2.2.2]octane
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 1
SP  - 7
EP  - 13
KW  - 
UR  - https://doi.org/10.1071/CH9940007 
N2  - The syntheses of a range of quaternary diammonium and some monoammonium salts derived from 1,4-diazabicyclo[2.2.2]octane with N-alkyl arms or N-alkyl arms terminated by a functional group are reported. In aqueous solution they are susceptible to only very slow Hofmann elimination, and the kinetics were investigated for the 1-(2&#8242;-ammonioethyl)-4-dodecyl-1,4-diazoniabicyclo[2.2.2]octane ion, which undergoes a base-induced elimination ( kOH 6.9&#215;10-4 dm3 mol-1 s-1 at 55&#176;C) consistent with an ElcB mechanism. In aqueous solution, the diammonium cations are not oxidized but undergo irreversible electrochemical reduction below -1.2 V v . Ag/ AgCl , with the reduction potential apparently influenced by the electron-withdrawing or -donating nature of substituent arms. 
ER  -

