6533b832fe1ef96bd129af44

RESEARCH PRODUCT

Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers

Maija NissinenRiia AnnalaAku SuhonenKaisa HelttunenElisa NauhaJuha Linnanto

subject

Supramolecular chiralitySupramolecular chemistrychiralityCrystal structure010402 general chemistrychemistry01 natural sciencessymmetry breakingsupramolecular chemistrylaw.inventionanion complexationchemistry.chemical_compoundlawGeneral Materials SciencemoleculesfoldamersSymmetry breakingCrystallizationcrystallographyta116symmetryfluorides010405 organic chemistryChemistryFoldamerGeneral ChemistryCondensed Matter Physics0104 chemical sciencesCrystallographyChirality (chemistry)Fluorideanions

description

Aromatic oligoamide foldamers containing a central pyridine-2,6-dicarbonyl motif are partially preorganized to favor the binding of fluoride anions. In the solid state, the foldamer-fluoride complexes form achiral, polar and chiral crystal structures depending on the chemical structure of the foldamer. One of the six foldamers studied here, a C2v symmetrical foldamer (1), formed repeatedly chiral crystal structures when crystallized with tetra-butylammonium fluoride, showing supramolecular bulk chirality and symmetry breaking in crystallization.

10.1039/c7ce01109ahttp://juuli.fi/Record/0285088317