Novel Compounds with a Viologen Skeleton and N-Heterocycles on the Peripheries: Electrochemical and Spectroscopic Properties

The present article deals with novel compounds comprising a redox-active group as core and a nucleobase in the peripheries, linked covalently via a spacer. The new derivatives 1,1',1 ''-(benzene-1,3,5-triyltrimethanediyl)trisl{1'[3-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)propyl]-4,4'-bipyridinium} hexafluorophosphate 1,1',1 ''-(benzene-1,3,5-triyltrimethanediyl)tris{1'-[2-(4-chloro-7H-pyrrolo[2,3-d]pyrimidine-7-yl)ethyl]-4,4'-bipyridinium} hexachloride (2a)(1)), and 1,1',1 ''-(benzene-1,3,5-triyltrimethanediyl)tris{1'-[2-(2-amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine-7-yl)ethyl]-4,4'-bipyridinium} hexabromide (2b)(1)) were synthesized by nucleobase-anion alkylation and linked to the 4,4'-bipyridinium core. UV and CV analyses of these compounds were performed and revealed significantly different properties.