A variety of extended building blocks, based on isomeric diaminoanthraquinones, has been synthesized and used to construct a series of electroactive dendrimers. The resulting macromolecules are characterized by chromophoric moieties embedded at a specific distance from both the core and the periphery of the dendritic constructs. These anthraquinone-based dendrimers show different electrochemical, spectroscopic, and solubility properties as a function of the nature of the dendritic core and of the isomeric monomer employed.