Abstract
The synthesis and photophysical properties of water‐soluble, fluorescent polyglycerol‐dendronized perylenediimides 1–4 are reported. The polyglycerol dendrons, which are known to be highly biocompatible, are found to confer high water‐solubility on the perylenediimide in aqueous media while retaining its excellent fluorescent properties. Furthermore, intramolecular crosslinking of the polyglycerol dendrons using the ring‐closing metathesis reaction not only enhances the photostability but also reduces the size of perylenediimide‐cored dendrimers. The permeability of the various dendritic shells is probed using heavy metal ion quenchers and compared to non‐dendritic but water‐soluble perylenediimide 5.

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