6533b826fe1ef96bd12853c3

RESEARCH PRODUCT

Structural Versatility of Anion−π Interactions in Halide Salts with Pentafluorophenyl Substituted Cations

Kari RissanenArne LüchowMarita De GrootMarkus AlbrechtClaudia Wessel

subject

Hydrogen bondHalideIminiumGeneral ChemistryRing (chemistry)PhotochemistryBiochemistryCatalysisIonchemistry.chemical_compoundColloid and Surface ChemistrychemistryPolymer chemistryTheoretical methodsAmmoniumPhosphonium

description

A series of pentafluorophenyl substituted ammonium, iminium, amidinium, and phosphonium halides are presented which show extensive anion-pi interactions. Hereby, the well-known anion-donor-pi-acceptor as well as "eta6" anion-pi-complex type interactions are observed. The latter is supported by fixation of the anion on top of the aromatic system through hydrogen bonding. This arrangement was investigated by theoretical methods showing a highly attractive anion-pi interaction. In addition an eta2-type coordination of the anions to only two C-atoms of the electron-deficient ring system is described.

https://doi.org/10.1021/ja800219g