
%0 Journal Article
%A Dickeson, JE 
%A Summers, LA 
%T Derivatives of 1,10-Phenanthroline-5,6-quinone
%J Australian Journal of Chemistry
%D 1970/05/01
%V 23
%N 5
%P 1023-1027
%K 
%R https://doi.org/10.1071/CH9701023
%U https://www.publish.csiro.au/paper/CH9701023 
%X 1,l0-Phenanthroline-5,6-quinone is prepared from 1,l0-phenanthroline via 5-nitro-1,l0-phenanthroline and 5-amino-1,l0-phenanthroline. It is converted by standard methods into 4,5-diazafluoren-9-one, 4,5-diazafluoren-9-ol,4,5-diazafluorene, and the new heterocyclic system dipyrido[3,2-a:2',3'-clphenazine. These four compounds each form a complex with cupric chloride. They thus represent a new series of chelating agents. By reaction with ethylene dibromide, dipyrido[3,2-a:2',3'-c]-phenaiine forms a diquaternary salt which is reduced in aqueous solution by a one-electron transfer to a highly coloured radical cation. Polarography experiments show that the reduction potential of the salt is -0.40 V against a standard calomel electrode. 
