
TY  - JOUR
A1  - Rossignoli, Monica 
A1  - Hambley, Trevor W. 
A1  - Lawrance, Geoffrey A. 
A1  - Maeder, Marcel 
T1  - A Saturated Heterocycle Formed from Ethane-1,2-diamine, Formaldehyde and Nitroethane: Crystal Structure of 6-Methyl-6-nitro-1,4-bis(2&#8242;-nitropropan-1&#8242;-yl)-1,4-diazacycloheptane
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1997
VL  - 50
IS  - 3
SP  - 241
EP  - 246
KW  - 
UR  - https://doi.org/10.1071/C96138 
N2  - The substituted saturated seven-membered heterocycle 6-methyl-6-nitro-1,4-bis(2&#8242;-nitropropan-1&#8242;-yl)- 1,4-diazacycloheptane crystallizes readily as a product from the reaction between &#91;Re(en)2O2&#93;+ (en = ethane-1,2-diamine), formaldehyde and nitroethane in basic solution. The complex apparently acts as a &#8216;molecular tap&#8217;, releasing en very slowly for reaction and favouring formation of discrete molecules rather than polymers, which form when free en alone is employed in the presence or absence of perrhenate ion. The trinitro cycloalkane crystallizes in the space group Pbca, with a 11&#183;131(2), b 14&#183;919(3), c 20&#183;662(4) &#197;. A-CH2-C(CH3)(NO2)-CH2- chain links the two original primary amines of the ethane-1,2-diamine, in the same way that this type of chain links two primary amines of different ethane-1,2-diamine molecules in related metal-directed reactions. Further condensation involving the two secondary amines in the heterocycle intermediate leads to two -CH2-CH(NO2)-CH3 pendants being formed, the relatively insoluble final product crystallizing readily from aqueous solution. 
ER  -

