Laboratory of Environmental Chemometrics, Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308, Gdansk, Poland.
Laboratory of Quantum Chemistry, Faculty of Chemistry, University of Gdansk, Wita Stwosza 63, 80-308, Gdansk, Poland.
Mol Inform. 2019 Aug;38(8-9):e1800113. doi: 10.1002/minf.201800113. Epub 2019 Feb 12.
The acidity of Lewis-Brønsted superacids can be derived from the theoretical calculations as the Gibbs free energy of the deprotonation reaction (ΔG ), 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 of superacid (HF/MeX 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.
路易斯-布朗斯台德超强酸的酸度可以通过理论计算得出，即质子离解反应（ΔG）的吉布斯自由能，它描述了研究化合物给出质子的趋势。本文提出了第一个定量结构-性质关系（QSPR）模型，将超强酸（HF/MeX 公式（X=F、Cl、Br）的 ΔG 与其结构相关联。开发的模型拟合良好，稳健，具有良好的预测能力，满足了良好模型的所有经合组织建议。获得的结果深入了解了超强酸结构特征之间的关系，这些结构特征决定了它们的酸强度——具有强 F-Me 配位键（具有相对较大的振动频率）、Me 中心原子上的正部分原子电荷较小、可能具有较大极性的结构表现出较大的酸强度。这种假设可以在未来的新的、更强的、更有效的超强酸的设计过程中作为有价值的信息使用。
