脂肪醛酮的沸点及色谱保留指数定量构效关系的研究  

QSPR/QSAR study on boil point and chromatographic retention indices of aliphatic aldehyde ketones

作　　者：陈炫[1] 聂长明[1] 许琼情[1] 蒋司同[1] 张成林[1] 杨挺[1] 

机构地区：[1]南华大学化学化工学院,湖南衡阳421001

出　　处：《计算机与应用化学》2010年第11期1579-1584,共6页Computers and Applied Chemistry

基　　金：湖南省优秀博士学位论文基金资助(2008YBX01)

摘　　要：应用密度泛函理论(DFT),在6-31+G(d)水平上对脂肪醛酮的分子结构几何优化和量化计算。将量子化学计算的部分结果引入分子的拓扑结构中,构建新型分子量子拓扑指数(NQT),然后研究脂肪醛酮的沸点量子拓扑化学的变化规律.同时将NQT与Gibbs自由能(G)、恒容摩尔热容(CV)、配分函数(lgQ)结合起来建立脂肪醛酮色谱保留指数的定量模型。其沸点模型相关系数R>0.99,色谱保留指数模型相关系数R>0.98,并用随机抽样法、留一法(LOO)验证,证明所建模型稳健、合理、有效。本文将量子化学方法与拓扑学方法结合起来,使拓扑方法中某些经验数值上升为理论数值,从而推动拓扑化学的进步。该方法有望在物质的QSPR/QSAR研究中推广。The molecular structures of aliphatic aldehyde ketones were structural optimized and calculated by using density functional theory（DFT） at the B3LYP/6-31G＋（d）level of theory.A new molecular quantum topological index NQT was constructed by the method which is to introduce some calculated results of quantum chemistry into the structure of molecules,in order to depict the quantum topological change rules of boil point of aliphatic aldehyde ketones.And index NQT was used to construct the quantitative model for chromatographic retention indices of aliphatic aldehyde ketones together with Gibbs free energy（G）,Constant volume mole hot melting（CV）,partition function（lgQ）.The correlation coefficient of boil point model is over 0.99 while the chromatographic retention indices models are over 0.98.And the stability and predictive ability of the models were testified by random sampling method and the leave-one-out（LOO）method what demonstrated steadiness,reasonable and validity of the models.This paper make the topological method combine with the quantum chemical method,and make some experimental values come up to theoretic values which promote the progress of topological chemistry.Thus this method can be widely applied in QSPR/QSAR study.

关 键 词：分子拓扑方法 密度泛函 脂肪醛酮 定量构效关系 

分 类 号：O641[理学—物理化学]