Polyaromatic nanocapsules as photoresponsive hosts in water

Abstract Molecular containers that provide both stimuli-responsive assembly/disassembly properties and wide-ranging host capabilities in aqueous medium still remain a current synthetic challenge. Herein we report polyaromatic nanocapsules assembled from V-shaped amphiphilic molecules bearing a photoresponsive ortho -dianthrylbenzene unit in water. Unlike previously reported supramolecular capsules and cages, the nanocapsules quickly and quantitatively disassemble into monomeric species by a non-invasive light stimulus through structural conversion from the open to the closed form of the amphiphiles. Regeneration of the nanocapsules is demonstrated by light irradiation or heating of the closed amphiphiles. With the aid of the wide-ranging host capability, the photo-induced release of various encapsulated guest molecules (e.g., Nile red, Cu(II)-phthalocyanine, and fullerene C 60 ) can be achieved by using the present nanocapsule in water. This feature can furthermore be utilized to switch the fluorescence of encapsulated coumarin guests through their controlled release.