Making Analogues of Tröger's Base – Fused oligomers, endo/exo isomers and twisted amides
Popular Abstract in English The ability to make aromatic cleft compounds is of importance in the field of molecular recognition where many interactions of the guest with the receptor are based on interactions involving aromatic receptor moieties leading to π-π and cation-π interactions, as well as hydrophobic interactions commonly seen. One attractive framework for aromatic cleft compounds is TrögThe centenarian Tröger’s base (TB) was envisaged as scaffold for the construction of tubular-shaped cleft molecules due to its the remarkable structural properties. This endeavor started with the synthesis of the three possible diastereomers of a linear symmetrically fused tris-TB analogue, the anti-anti, the syn-syn, and the syn-anti. All three diastereomers showed unprecedented stability to acid
