拓扑-量子指数醛酮气相色谱保留指数及沸点的定量构效关系

Quantitaive Structure Property Relationship Study of Gas Chromatographic Retention Indices and Boiling Points for Oxo Compounds Using Topological-Quantum Descriptors

通过对醛酮化合物分子结构特征及其气相色谱保留指数(RI)和沸点与分子结构间关系的研究,提出了分子极化效应指数(MPEI)、奇偶指数(OEI)、立体效应指数(SVij)、顶点度-距离指数(VDI)及键连接矩阵特征根(∑X1CH)等拓扑-量子结构参数,用多元线性回归(MLR)方法获得了醛酮类化合物的沸点及其在不同极性色谱柱上的气相色谱保留指数与这些拓扑-量子指数间良好的定量结构-性质相关(QSPR)模型,相关系数均大于0.99。5个分子结构参数具有明确的物理化学意义且易于计算和运用。与文献研究的比较结果表明:由上述分子结构参数得出的模型方程适用于各类醛酮化合物的气相色谱保留指数及沸点的预测且具有较好的稳定性和准确性。

Novel topological indices： Molecular Polarizability Effect Index （ MPEI）, Vertex Degree-Distance Index （VDI）, Odd-Even Index （OEI）, Steric Effect Index （SV0） and Eigenvalues of Bond-connecting matrix （X1CH ） were used to predict the boiling points and chromatographic retention indices （RI） on different polar stationary phases for a mixed set of aldehydes and ketones. Simple linear regressions between the retention indices, the boiling points and molecular structural descriptors were established separately, showing good statistical parameters. Statistical analysis shows that the quantitative structure propenty relationship （QSPR） models have high internal stability and good predictive ability. One of the most attractive traits of these novel descriptors is that the generated molecular descriptors have explicit physicochemical meaning and easy to calculate. Leave-one-out cross validation was also carried out to evaluate the stability of each model and good results were obtained. Compared with earlier models for the prediction of these compounds, these models can be used to predict the RI and the boiling points for saturated and un-saturated oxo compounds, and most of these models exhibit improved performance.