78617-23-9

Upstream product

• 71201-44-0 racemic-7,7'-bis-(1,4-dibenzyl-6-phenyl-1,2,3,4-tetrahydro-1,4-diazepinyl) 
• 71201-44-0 meso-7,7'-bis-(1,4-dibenzyl-6-phenyl-1,2,3,4-tetrahydro-1,4-diazepinyl) 
• 74677-20-6 Bis(dibenzyl-1,3 imidazolidinyl-2)-1,4 diphenyl-1,4 butadiene-(1Z,3E) 

Relevant academic research and scientific papers

THE ELECTROCHEMICAL REDUCTION OF NN'-DISUBSTITUTED 6-PHENYL-2,3-DIHYDRO-1,4-DIAZEPINIUM SALTS: FORMATION OF BIS(TETRAHYDRODIAZEPINYLS) AND A DI-IMIDAZOLIDINYLBUTADIENE

The NN'-disubstituted 6-phenyl-2,3-dihydro-1,4-diazepinium cations ( Ia-c ), in solution in dimethylformamide, undergo one electron single reduction waves at -0.9 to -1.3 V with respect to Ag-AgCl-KCl ( saturated ).The reductions were studied by polarography, cyclic voltammetry, and constant potential electrolysis.Rapid chemical reactions follow the initial reduction and isolated products were the bis(tetrahydrodiazepinyls) ( IV ) and ( VI ) and a di-imidazolidinylbutadiene ( V ).These producys were hydrolysed by concentrated hydrochloric acid to give the corresponding NN'-disubstituted ethylenediamine dihydrochloride and also, in the case of ( V ), 2,5-diphenylhexa-2,4-diene-1,6-dial.The meso-isomer ( IVa ) was converted into its racemic isomer ( IVb ) when heated in dimethylformamide.Compound ( IVb ) was quantitatively converted into the diene ( V ) in a cold mixture of chloroform and ethanol.Cyclic voltammetry studies of ( IV ) indicated that they were oxidised to bis(dihydrodiazepinium) cations, and that ( V ) was reduced, with similar behaviour to the reduction of 1,4-diphenylbuta-1,3-diene.