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The Pd-catalyzed amination of 4,7-dibromo-1,10-phenanthrolines was studied for the first time. The influence of the base used and substituents in the phenanthroline moiety on the yield was investigated.This synthetic approach was used to obtain macrocyclic ditopic ligands. The synthesis of polyazamacrocycles requires the presence of 5-fold excess of the base while the synthesis of oxygen-containing requires 2-fold excess. In the synthesis of macrocycles 9c-e the Josiphos ligand should be used, other macrocycles can be successfully obtained using BINAP. 4,7-Dibromo-2,9-dimethylphenanthroline allows to obtain good yields of polyazamacrocycles using BINAP, while the yields of polyoxamacrocycles are the same as with 4,7-dibromophenanthroline.