Synthesis and characterization of 2,7-bis(2-pyridyl)-1,8-diazaanthraquinone — A redox-active ligand designed for the construction of supramolecular grids
Keyword(s):
Double condensation of 2-acetylpyridine with 1,3-diaminobenzene-4,6-dicarboxaldehyde affords 2,7-bis(2-pyridyl)-1,8-diazaanthracene, which was subsequently oxidized to the corresponding quinone. Electrochemical studies indicate two reversible reduction processes corresponding to semiquinone and hydroquinonate formation. Electron-withdrawing pyridine groups and the nitrogen atoms make this somewhat more easily reduced than anthraquinone. This compound is redox-active and can be reduced to its radical anion, a potential spin-bearing ligand for the construction of [2 × 2] metallo-grid structures.Key words: quinone, grid, supramolecular, bistridentate, electrochemistry, metallosupramolecular chemistry.
2010 ◽
Vol 65
(3)
◽
pp. 258-262
◽
2005 ◽
Vol 04
(01)
◽
pp. 333-344
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