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

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公開日
2007-02
権利情報
  • https://academic.oup.com/pages/standard-publication-reuse-rights
DOI
  • 10.1246/bcsj.80.303
公開者
Oxford University Press (OUP)

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<jats:title>Abstract</jats:title> <jats:p>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-dimethylformamide, 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 (σ). 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.</jats:p>

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