Synthesis of Rigid Receptors Based on Triphenylene Ketals

The synthesis of rigid receptors based on triphenylene ketals, including some improved procedures, is described in detail. Since chemical transformations are strongly influenced by the rigid character and steric bulkiness of the receptors, the construction of a subunit allowing quicker synthetic development is also reported. The preparation of these receptor structures involves an oxidative trimerization and a subsequent repeated isomerization procedure. The scope for the attachment of sterically demanding affinity groups on the receptor scaffold and the corresponding subunit is discussed, and the molecular structures and available space for molecular recognition of the chirally modified systems are outlined by some crystal structures. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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