The synthesis of N-alpha,N-omega-bis(haloaryl)polyamines and oxadiamines by Pd-catalyzed amination of 1,8-dichloroanthracene and 1,8-dichloroanthra-9,10-quinone is described, as well as the formation of 1,8-bis(polyamine)-substituted anthracenes and anthra-9,10-quinones. Scope and limitations of the application of these compounds in the synthesis of the macrocycles comprising two and three anthracene or anthraquinone moieites are shown and discussed.