Controlled Self-Assembly inside C-Shaped Polyaromatic Strips

Abstract

Chirality-assisted synthesis (CAS) embodies a powerful strategy for the creation of chiral molecules with well-defined shapes and large cavities. In this communication, we show that C-shaped molecular receptors created with this approach bind to stacks of amphipathic perylenediimide (PDI) dyes. Evidence from ¹H NMR titrations, DOSY-NMR studies, and all-atom molecular dynamics simulations indicates that – in the preferred supramolecular binding mode – such polyaromatic strips specifically recognize stacked PDI dimers in solution. These results represent a key step toward the controlled self-assembly of dye molecules inside chiral cavities of shape-persistent, polyaromatic strips.

Key words

supramolecular chemistry - chirality-assisted synthesis - polyaromatic molecular strips - perylene dyes

• References and Notes

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