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Charge‐Scaling Effect in Ionic Liquids from the Charge‐Density Analysis of N , N′ ‐Dimethylimidazolium Methylsulfate
Author(s) -
Beichel Witali,
Trapp Nils,
Hauf Christoph,
Kohler Oliver,
Eickerling Georg,
Scherer Wolfgang,
Krossing Ingo
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201308760
Subject(s) - chemistry , atoms in molecules , charge (physics) , hyperconjugation , ion , hydrogen bond , computational chemistry , ionic bonding , molecule , density functional theory , charge density , ionic liquid , scaling , chemical physics , organic chemistry , physics , catalysis , quantum mechanics , geometry , mathematics
The charge scaling effect in ionic liquids was explored on the basis of experimental and theoretical charge‐density analyses of [C 1 MIM][C 1 SO 4 ] employing the quantum theory of atoms in molecules (QTAIM) approach. Integrated QTAIM charges of the experimental (calculated) charge density of the cation and anion resulted in non‐integer values of ±0.90 (±0.87) e. Efficient charge transfer along the bond paths of the hydrogen bonds between the imidazolium ring and the anion was considered as the origin of these reduced charges. In addition, a detailed QTAIM analysis of the bonding situation in the [C 1 SO 4 ] − anion revealed the presence of negative π O →σ* S‐O hyperconjugation.