1,3,5 – Triaroylbenzenes can be conveniently prepared via cyclotrimerization of either alkynyl ketones or the corresponding enaminones. Thus functionalized triaroylbenznes are readily available through a modular approach that entails trimerization of appropriately substituted precursors. This interesting supramolecular motif can serve as a platform for various cationic guests in solution. We have successfully assembled tris crown ethers of different sizes and their interactions with alkali metals and secondary ammonium salts have been studied. A larger crown ether such as tris(dibenzo-24-crown-8) has been incorporated into pseudorotaxane complexes upon treatment with appropriate ammonium salts.