SUMMARYCu(l) and Ag(l) complexes of 1,4,5,8-tetra-azaphenanthrene (TAP) and of two of its metpylated derivatives (3,6-dimethyl-and 2,3,6,74etramethyl-) have been made and characterized. Their HNMR spectra are discussed. The structure of the complex Ag(TAP)2(N03), as determined by X-Ray crystallography, is that of a strongly folded and twisted square planar arrangement of the chelating ligands around the silver atom; the four Ag-N bonds are not equal : they are shorter (2.36 A) in one pair of trans bonds than in the other (2.56 A). 3,4,5,6dmTAP), a new TAP derivative, has been synthesized starting from 2-hydroxy-3-methylquinoxaline which was nitrated, then treated with POC$, the resulting 2-chloro-3-methyl-6-nitroquinoxaline reacted with hydrazine and the hydrazino group oxidized to give 3-methyl-6-nitroquinoxaline. This was aminated with hydroxylamine, reduced to the diamine and finally condensed with glyoxal to give 2,6-dimethyl-and 3,6-dimethyl-l,4.5,8-tetra-azaphenanthrene.
INTRODUCTION1,4,5,8-Tetra-azaphenanthrene (TAP, la)(') is a chelating ligand for transition metals(2); more specifically, its Ru2+ complex is being thoroughly examined, and especially its photoelectrochemical properties(3).