Thermal reaction of phthalonitrile with hafnium powder under iodine monobromide (IBr) yields a new type molecule: bis(hafnium(IV) stapled phthalocyanine) derivative complex. X-ray single crystal analysis shows that the complex molecule consists of two hafnium phthalocyanine units bridged by the unique internal ligand that stapled by two carbon–carbon σ bonds to both HfPc-units. The internal dianionic ligand consists of two fragments, each of them present the three fourth part of phthalocyaninate ring. Both fragments are linked together through the bridging 1,2-di[amine(imine)methyl]benzene. The X-ray conformation of the bis(hafnium(IV) stapled phthalocyanine) derivative complex cation is confirmed by DFT calculations. An absence of the Q-band in the UV-vis spectrum, the typical band for the fully delocalized π-electron aromatic phthalocyaninato(2-) ring system, indicates on drastic modification of the chromophore in this Hf-phthalocyanine complex that was confirmed by TD DFT calculations.