Mechanically induced pyrogallol[4]arene hexamer assembly in the solid state extends the scope of molecular encapsulation.

ABSTRACT: Pyrogallol[4]arene hexamers are hydrogen-bonded molecular capsules of exceptional kinetic stability that can entrap small molecule guests indefinitely, without exchange, at ambient temperatures. Here, we report on the use of a ball mill to induce self-assembly of the capsule components and the guests in the solid state. Stoichiometric amounts of pyrogallol[4]arene and a guest, which can be an arene, alkane, amine, or carboxylic acid, were milled at 30 Hz for fixed durations, dissolved, and characterization by NMR. Most of the resulting encapsulation complexes were kinetically stable but thermodynamically unstable in solution, and the yield of their formation correlates with the duration of the milling and is related to the structures of guest and host. This method extends the scope of mole

SUBMITTER: Journey SN 

PROVIDER: S-EPMC5853268 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature