Quantitative Structure-Property Relationship Prediction of the Half-Wave Potential for Substituted Nitrobenzenes in Five Nonaqueous Solvents

摘要

Half-wave potentials (E1/2)are an important electrochemical property of organic compounds,which depends on both solute and solvent.In this work,a quantitative structure-property relationship (QSPR)study was carried out to predict the reduction E1/2 behavior of 15 substituted nitrobenzenes in five solvents,including acetonitrile,N,N-dimethyl-formamide,dimethyl sulfoxide,methanol,and tetrahydrofuran.For selection of the most relevant descriptors,a stepwise multiple linear regression (MLR)technique was used.Five descriptors that appeared in the MLR model were:minimum charges of the oxygen atom in the nitro group,Guttmann acceptor number of the solvent,dipole moment of solute,dipole moment of the solvent,and Hammet substitution constant (sigma).The leave-one out cross validation method was used to evaluate the credibility of the model.Statistical parameters derived from this test are:R2 = 0.960,Q2 = 0.959,and SPREES = 0.046.These indicate the suitability of the constructed model.