ИСТИНА

In this work, we report Pd-catalyzed synthesis of 1,10-phenanthrolines bearing amino substituents at positions 2, 3, 4 or 5 of the phenanthroline core. Catalytic substitution of phenanthroline halides with aliphatic amines was optimized to obtain target products in good yields. Interestingly, amination of halogenophenantrolines with polyamines proceeds chemoselectively and primary amino groups react in the presence of non-protecting secondary amino groups affording ditopic chelators. The diamination of symmetric dihalogeno-substituted 1,10-phenanthrolines was also investigated. In the case of 4,7-dibromo-1,10-phenanthroline polyazamacrocycles bearing phenanthroline moiety were also synthesized in moderate yields. Pd-catalyzed amination of halogenophenanthrolines incorporated in Ru(II)-complex as alternative way was also studied.