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FULL PAPER DOI: 10.1002/chem.200901484 Induced-Fit Binding of p-Electron-Donor Substrates to Macrocyclic Aromatic Ether Imide Sulfones: A Versatile Approach to Molecular Assembly Howard M. Colquhoun,*[a] Zhixue Zhu,*[a] David J. Williams,[b] Michael G. B. Drew,[a] Christine J. Cardin,[a] Yu Gan,[a] Andrew G. Crawford,[c] and Todd B. Marder[c] Abstract: Novel macrocyclic receptors order) an apparent polyrotaxane. The highest association constants were that bind electron-donor aromatic sub- Direct five-component self-assembly of found for strong p-donor guests with strates through p-stacking donor–ac- a metal-centred [3]pseudorotaxane is large surface areas, notably perylene ceptor interactions are obtained by cy- also observed on complexation of a and 1-hydroxypyrene, for which Ka macrocyclic ether imide with 8- 3 3 1 cloimidisation of an amine-functional- values of 1.4 10 and 2.3 10 m , re- ised aryl ether sulfone with pyromellit- hydroxyACHTUNGTRENNUNGquinoline in the presence of spectively, were found. Single-crystal ic and 1,4,5,8-naphthalenetetracarbox- palladiACHTUNGTRENNUNGum(II) ions. Binding studies in X-ray analyses of the receptors and ylic dianhydrides. These macrocycles solution were carried out by u