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Self-Assembly of a Purely Organic Bowl in Water via Acylhydrazone Formation

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A bowl-shaped molecule can be self-assembled by condensing a triscationic hexaaldehyde compound and three equiv. of a dihydrazide linkers in pure water. The molecular bowl is thus composed of a… Click to show full abstract

A bowl-shaped molecule can be self-assembled by condensing a triscationic hexaaldehyde compound and three equiv. of a dihydrazide linkers in pure water. The molecular bowl is thus composed of a triscationic π-electron deficient platform, as well as a hexagonal rim that contains six acylhydrazone functions. When the counteranions are chloride, the solid-state structure reveals that this molecular bowl undergoes dimerization via N–H···Cl hydrogen bonds, forming a cage-like dimer with a huge inner cavity. This molecular bowl can employ its cavity to accommodate a hydrophobic guest, namely 1-adamantanecarboxylic acid in aqueous media.

Keywords: self assembly; molecular bowl; assembly purely; water; acylhydrazone; bowl

Journal Title: Molecules
Year Published: 2023

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