Self-Assembled Supramolecular Architecture Based on an Achiral Bolaamphiphilic Diacid in Binary System

The bolaamphiphile 1 in the absence and presence of bpy additives can be self-assembled into supramolecular nanostructures. In particular, the self-assembly reaction of 1 and 4,4'-bpy forms the pseudo-linear polymer [1+4,4'-bpy] as a result of objective architectures via mole-cular assemblies based on effective intermolecular hydrogen-bonding interaction between these two components. A new family of polymers that includes topologically complex polymers and self-assembled nanostructures has recently attracted much attention. The non-covalent self-assembly technique, unlike chemical reaction or polymerization methods, has the advantage of directly producing well-defined two- and three-dimensional structures such as sheets, rod, fibers, tubes, disks, and spheres. Notably, these nanostructures can be constructed with high efficiency and accuracy, and yet with minimum energy. Organic amphiphiles typically possess a chiral moiety as well as functional groups with potential to form multiple hydrogen bonds, such as sugars, peptides, or nucleotide bases. However, only a few examples for self-assembled supramolecular structures of organic amphiphiles consisting of achiral moieties have been described. Therefore, our initial motivation to prepare bolaamphiphilic diacids was to develop self-organized pseudo-linear polymers stabilized by intermolecular hydrogen-bonds, and that incorporated suitable guest additives with achiral functional groups