Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach

Two new bis-azoles derived from 1,5-dimethylbispidin-9-one were synthesized and structurally characterized. In both cases the bispidine backbone adopts the double chair conformation, which is also confirmed by calculations. In both structures, the azole rings are spatially pre-reorganized for the supramolecular interactions with the proper substrates like electron-rich aromatic compounds; the origin and nature of tiny intramolecular interactions are discussed in view of conformation stability.