Tailoring the cavities of hydrogen-bonded amphidynamic crystals using weak contacts: towards faster molecular machines.

ABSTRACT: This work describes the use of C-H⋯F-C contacts in the solid-state from the stator towards the rotator to fine-tune their internal motion, by constructing a set of interactions that generate close-fitting cavities in three supramolecular rotors 1-3I. The crystal structures of these rotors, determined by synchrotron radiation experiments at different temperatures, show the presence of such C-H⋯F-C contacts between extended carbazole stators featuring fluorinated phenyl rings and the 1,4-diazabicyclo[2.2.2]octane (DABCO) rotator. According to the ²H NMR results, using deuterated samples, and periodic density functional theory computations, the rotators experience fast angular displacements (preferentially 120° jumps) due to their low rotational activation energies (E

SUBMITTER: Navarro-Huerta A 

PROVIDER: S-EPMC8179257 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature