3,3'-Diferrocenylazadipyrromethene (3) and corresponding difluoroboryl (azaBODIPY) complex (4) were synthesized in several steps from ferrocenecarbaldehyde, following the well-explored chalcone-type synthetic approach. The novel diiron complexes, in which ferrocene groups are directly connected to the alpha-pyrrolic positions were characterized by a variety of spectroscopic techniques, electrochemistry, spectroelectrochemistry, and X-ray crystallography, while their electronic structure, redox properties, and UV-vis spectra were correlated with the density functional theory (DFT) and time-dependent DFT calculations.