The Acid Strength of the Lewis-Brønsted Superacids - A QSPR Study

Anita Sosnowska; Jakub Brzeski; Piotr Skurski; Tomasz Puzyn

doi:10.1002/minf.201800113

The Acid Strength of the Lewis-Brønsted Superacids - A QSPR Study

Mol Inform. 2019 Aug;38(8-9):e1800113. doi: 10.1002/minf.201800113. Epub 2019 Feb 12.

Authors

Anita Sosnowska¹, Jakub Brzeski², Piotr Skurski², Tomasz Puzyn¹

Affiliations

¹ Laboratory of Environmental Chemometrics, Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308, Gdansk, Poland.
² Laboratory of Quantum Chemistry, Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308, Gdansk, Poland.

PMID: 30747480
DOI: 10.1002/minf.201800113

Abstract

The acidity of Lewis-Brønsted superacids can be derived from the theoretical calculations as the Gibbs free energy of the deprotonation reaction (ΔG_acid ), which describes the tendency of a studied compound to donate a proton. This paper presents the first Quantitative Structure - Property Relationship (QSPR) model that correlates the ΔG_acid of superacid (HF/MeX₃ formula (X=F, Cl, Br)) with their structure. Developed model is well fitted, roubustness, has good predictive abilities, fulfills all OECD recommendation for good model. Obtained results provide the insight into the relation of structural features of superacids, which are responsible for their acid strength - the structures characterized by strong F-Me dative bond (with relatively large vibrational frequency), small positive partial atomic charge on Me central atom, possibly large polarity exhibit large acid strength. Such assumption can be used in the future as valuable information in the process of the designing new, stronger, more effective superacids.

Keywords: DFT; Gibbs free energy of the deprotonation reaction; QSPR; superacids.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Lewis Acids / chemistry*
Models, Molecular
Molecular Structure
Quantitative Structure-Activity Relationship*
Thermodynamics

Substances

Lewis Acids