text: The concept of a thermodynamic template is demonstrated in scheme 1. A thermodynamic template is a reagent that can stabilize the form of one product over others by lowering its Gibbs free energy (ΔG°) in relation to other products. cyclophane C2 can be prepared by the irreversible highly diluted reaction of a diol with chlorobromomethane in the presence of sodium hydride. The dimer however is part of series of equilibria between polyacetal macrocycles of different size brought about by acid catalyzed (triflic acid) transacetalization. Regardless of the starting material, C2, C4 or a high molar mass product, the equilibrium will eventually produce a product distribution across many macrocycles and oligomers. In this system it is possible to amplify' the presence of C2 in the mixture when the transacetalisation catalyst is silver triflate because the silver ion fits ideally and irreversibly in the C2 cavity.