6533b86efe1ef96bd12cc6d6
RESEARCH PRODUCT
Anion-π Interaction: An Influential Force in Solid State Molecular Microstructures
Kari RissanenArto ValkonenMarkus AlbrechtMichael Giesesubject
chemistry.chemical_classificationTetrafluoroborateOrganic ChemistryInorganic chemistryIodideCrystal structureCrystal engineeringchemistry.chemical_compoundCrystallographychemistryBromideHexafluorophosphateMoleculePhosphoniumPhysical and Theoretical Chemistrydescription
The crystal structures of simple triphenyl(pentafluorobenzyl)phosphonium salts provide crucial data on the influence of anion size on the molecular structure of bis(pentafluorobenzyl)phosphonium cations containing two adjacent electron-deficient moieties. Whereas the bromide anions interact by anion-π interaction in a 1:1 mode with the pentafluorobenzene unit Z-configured, the bulkier anions iodide, tetrafluoroborate, and hexafluorophosphate result in a 1:2 tweezer-like anti-configuration in which one anion interacts simultaneously with two pentafluorobenzene units. When spatial separation of the two electron-deficient rings match the size of the anion, anion-π interactions induce a conformational change from the anti-form observed for the smaller anion to the tweezer-like syn-form.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-04-15 | European Journal of Organic Chemistry |