School of Chemistry, University of New South Wales , Sydney, NSW 2052, Australia.
School of Chemistry, The University of Sydney , Sydney, NSW 2006, Australia.
J Org Chem. 2017 Oct 6;82(19):10732-10736. doi: 10.1021/acs.joc.7b02083. Epub 2017 Sep 11.
Robust quantum chemical methods are employed to predict the pK's of several families of dual hydrogen-bonding organocatalysts/anion receptors, including deltamides and croconamides as well as their thio derivatives. The average accuracy of these predictions is ∼1 pK unit and allows for a comparison of the acidity between classes of receptors and for quantitative studies of substituent effects. These computational insights further explain the relationship between pK and chloride anion affinity of these receptors that will be important for designing future anion receptors and organocatalysts.
采用强大的量子化学方法来预测几类双重氢键有机催化剂/阴离子受体的 pK 值，包括 delta 酰胺和 croconamide 及其硫代衍生物。这些预测的平均精度约为 1 pK 单位，可用于比较受体类别之间的酸度，并进行取代基效应的定量研究。这些计算上的见解进一步解释了这些受体的 pK 值与氯离子亲和力之间的关系，这对于设计未来的阴离子受体和有机催化剂将是重要的。
