Self‐Assembly of a Chiral Pyrene–Bifuran–Imide Into Helical and Spherical Nanostructures

ABSTRACT We report the solvent‐dependent self‐assembly of 1‐Py 2 , a novel bifuran–imide building block functionalized with terminal pyrene units and an enantiopure, alanine‐derived chiral side chain. In pure tetrahydrofuran, 1‐Py 2 exists as a monomer with no electronic circular dichroism (ECD) signal. Increasing the water content to 60% drives the formation of highly organized hierarchical helical fibers. These chiral assemblies exhibit a strong ECD signal, and cryo‐TEM measurements reveal an internal layer spacing of 3.7 nm within the helical fibers, indicative of a tail‐to‐tail bilayer arrangement. Upon further increasing the water content to 70%, the ECD signal is abolished as the molecules transition into nanospheres, accompanied by a bathochromic shift to an orange–red photoluminescence. This divergent aggregation highlights the potential of bifuran–imides as a platform for divergent assemblies.