The exploration of LDIs has encountered major delays in the process of synthesizing such dimers due to a focus on one-step methods for condensing functionalized monomeric silicon phthalocyanines into dimeric molecules. As such, due to novel condensation pathways needing to be discovered for each desired axial functional group, progress on the generation of required novel species is determined primarily by the similarity of the ligand to those used in existing synthetic pathways. Additionally, the purification requires a time-consuming chromatography procedure which must be developed and completed, wherein the target dimer must be separated from unreacted monomer side product. Germanium-centered phthalocyanine species, previously investigated by our group, have provided an additional dimension to the investigation of ring-ring torsion angles due to the increased atomic radius of the central germanium, which allows for variance in the distance between the crystalline phthalocyanine rings, at the cost of decreasing the bond stability and synthetic favorability of the Ge-O-Si functionalization. Due to the observed high stability of the monomeric siloxy-functionalized species, a more reactive germoxy-functional group was proposed for the sake of investigating the viability of a post-functionalization oligomerization pathway. Our primary objective is the discovery of a simple synthesis route for the condensation of dimeric bis-hydroxy-silicon phthalocyanines.