Supramolecular chemistry involves the utilization of non-covalent bonds (e.g. hydrogen bonds) to form single or multiple component assemblies. Non-covalent bonds are reversible and much weaker than covalent bonds. Despite being weak and reversible, non-covalent bonds are able to dictate the assembly of molecules into well-defined structures. Our interest focuses on integrating the principles of supramolecular chemistry with the field of green chemistry. In particular, we have described a template-directed solid-state synthesis of rctt-tetrakis-(4-pyridyl)-cyclobutane (4,4'-tpcb) from co-crystals of trans-1,2-bis(4-pyridyl)-ethylene (4,4'-bpe) and 1,3-dihydroxybenzene (resorcinol). Although the solid-state reaction occurred in a solvent-free environment, the formation of the co-crystal required the use of a solvent. Our current goal is to minimize and/or eliminate solvents in our template-controlled solid-state reactions. In this poster, we will show how both solvent-drop grinding and solvent-free grinding can be applied to the template-directed solid-state synthesis of 4,4'-tpcb. The results were characterized using powder x-ray diffraction (PXRD) and ¹H NMR spectroscopy. Efforts to expand this chemistry to ladderanes will also be discussed.