Self-Assembly and Self-Organization of Self-Recognizing Cyclophanes

✍ Scribed by Peter R. Ashton; Alexandre Chemin; Christian G. Claessens; Stephan Menzer; J. Fraser Stoddart; Andrew J. P. White; David J. Williams

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 758 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199806)1998:6<969::aid-ejoc969>3.0.co;2-g

✦ Synopsis

An analysis is presented of the different contributions that ordered two-dimensional, mosaic-like sheets in the solid state. Its dicationic precursor also forms extended π-πgive rise to the packing observed in the crystal structures of a wide range of bipyridinium-based molecular assemblies and stacked layers in the solid state. An analogous cyclophanecontaining two π-electron-rich resorcinol rings in place of the supramolecular arrays. It is demonstrated how the various interactions -electrostatic, van der Waals, and π-π two hydroquinone rings -forms, in the solid state, onedimensional arrays wherein the component resorcinol rings interactions -that contribute to the solid-state arrangement of these molecules and supermolecules can be utilized in interact through their parallel π-π stacking. It has also been established that the first of the aforementioned tetracationic order to design a series of tetracationic cyclophanes that can potentially self-organize in a highly ordered way in the solid cyclophanes forms a 1:1 adduct with ferrocene in both the solution and solid states. X-ray crystallography, performed on state by virtue of the fact that they contain π-electron donors as well as π-electron acceptors. The syntheses of these the 1:1 adduct, reveals that not only is the ferrocene molecule complexed in a π-π stacking sense within the tetracationic cyclophanes is outlined and the tunability of the selfassembly methodology in their construction is demonstrated.

cyclophane, but the 1:1 adduct also packs in a manner that is remarkably similar to the supramolecular organization of One of these tetracationic cyclophanes -comprising πelectron-rich hydroquinone rings and π-electron-deficient the free cyclophane in the crystalline state.