(310a) Developing Structure-Property Relationships Between Reactant Structures, Ionic Liquids, and Reaction Rate Constant

Recent years have seen a burgeoning interest among researchers in the prediction of reaction rate constants using structure-property relationships. The rate constant has been modeled in terms of reactant structures (Chaudry and Popelier, 2003), solvent structures (Zhou et al., 2014) or a combination of reactant and solvent structures (Datta et al., 2016). The development of models for prediction of rate constants serve two primary purposes. First, such models can be utilized for the computer-aided molecular design (CAMD) of reactants and solvents such that the reactions are accelerated. Secondly, such models can help avoid conducting many cumbersome experiments in order to calculate the rate constant. With regards to CAMD, Zhou et al. (2014) recently designed solvents that enhance the rate of the Diels-Alder reaction. While much work has been carried out to model the rate constant in terms of molecular solvents and molecular descriptors that represent them, comparatively less work has been performed in modeling the rate constant in terms of the structures of ionic liquids. Ionic liquids offer a range of beneficial properties and hence have captured the interest of researchers in recent years. These include, negligible vapor pressure under standard conditions, high thermal stability and structural tunability (Priede et al., 2015). To the best of our knowledge, no previous studies have been published on rate constant modeling with respect to structures of both ionic liquids and reactants. Through our work, we wish to fill this research gap. We have utilized multiple linear regression (MLR), principal component analysis (PCA) and support vector regression in our work to model the reaction rate constant of the Knoevenagel condensation reaction. The rate constant has been modeled in terms of topological indices of reactants and ionic liquids. The model performance has been compared using ten-fold validation.

References:

U. A. Chaudry, P.L.A. Popelier, 2003, J. Chem. Phys. Chem. A, 107, 4578-4582

T. Zhou, K. Mcbride, X. Zhang, Z. Qi, K. Sundmacher, 2014, AIChE Journal, 61, 1, 147-158