Formation of Non‐Amphiphilic Vesicles in Organic Solvents

Abstract Vesicles are widely utilized in both chemistry and biology; however, most existing vesicular structures are composed of amphiphilic units and form in aqueous solutions. Here, the construction of a novel type of non‐amphiphilic vesicle composed of pillar[5]arene derivatives in organic solvents is reported. Cryogenic transmission electron microscopy (Cryo‐TEM) and dynamic light scattering (DLS) characterization reveal that these molecules self‐assemble into hollow vesicular structures across various solvents. Concentration‐dependent experiments in acetonitrile demonstrate that assembly occurs at an exceptionally low concentration threshold (≈2 × 10 ⁻⁹ m ) and remains stable over a broad concentration range (≈2 × 10 ⁻⁹ m to 4 × 10 ⁻⁴ m ). Furthermore, the vesicles exhibit remarkable stability, persisting for over nine months. Mechanistic studies suggest that their assembly is influenced by the strength of interactions between solvent molecules and pillar[5]arene. Fluorescence measurements further indicate that different solvents modulate the fluorescence intensity of the vesicular assembly, enabling the differentiation of haloalkane isomers.