Supramolecular Assemblies of (±-2,2''''-Dihydroxy-1,1''''-binaphthyl with 2,2''''-Bipyridine and Naphthodiazine

Introduction Optically active 1,1'-bi-2-naphthol (BINOL) and its derivatives have been widely used as chiral ligands of catalysts for asymmetric reactions and effective host compounds for the isolation or optical resolution of a wide range of organic guest molecules through the for-mation of crystalline inclusion complexes.1,2 The wide-ranging and important applications of these com-pounds in organic synthesis have stimulated great inter-est in developing efficient methods for their prepara-…

Supramolecular assemblies of (±)‐2,2′‐Dihydroxy‐1,1′‐binaphthyl with 2,2′‐bipyridine and naphthodiazine

Supramolecular assemblies of (±)‐2,2′‐dihydroxy‐1,1′‐binaphthyl (BINOL, A), with aza donor molecules including 2,2′‐bipyridine (B) and naphthodiazine (C), have been synthesized and characterized by single‐crystal X‐ray diffraction methods. Two inclusion complexes crystallize in the triclinic system with P‐1 space group. In the inclusion complex between A and B, two molecules of A and two molecules of B are linked each other by intermolecular hydrogen bonds with two molecules of water as the bridges, forming a centrosymmetric dimer with formula of A₂(H₂O)₂B₂; while in the inclusion complex between A and C, the molecule C virtually acts as a bridge to link molecules A through intermolecular O? H…?N hydrogen bonds, forming a short‐chain supramolecular block with a formula of A₂'C₃ Besides the hydrogen bonding interaction between the host and guest molecules, π‐π stacking interactions also play an important role in the solid‐state packing of these two inclusion complexes. The structural information disclosed on the complex between dihydroxy compound and aza hydrogen bond acceptors in this work would be particularly important for the rational design of supramolecular organic functional materials.