Estimating the pKa of phenols, carboxylic acids and alcohols from semi-empirical quantum chemical methods
Estimating the pKa of phenols, carboxylic acids and alcohols from semi-empirical quantum chemical methods
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DOI：
10.1016/s0045-6535(98)00172-6
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发表时间：
1999-01-01
期刊：
影响因子：
8.8
通讯作者：
Citra, MJ
中科院分区：
文献类型：
--
作者：
Citra, MJ
基于半经验分子轨道理论的量子化学计算，建立了酚类、羧酸类和醇类化合物pK（a）的定量结构性质关系（QSPR）。使用化合物的训练集来改进模型，并选择适当的化学品的验证集来测试模型。酚类、非芳香族羧酸、苯甲酸和醇类的估计pK（a）值与实测pK（a）值的相关系数分别为0.96、0.84、0.89和0.89。通过量子化学方法得到的结果进行了比较，从线性自由能关系（LFER）得到的结果和每种方法的优点进行了讨论。（C）1998 Elsevier Science Ltd.保留所有权利。
Quantitative structure property relationships (QSPR) for the pK(a) of phenols, carboxylic acids and alcohols were developed from descriptors derived from semi-empirical molecular orbital theory quantum chemical calculations. A training set of compounds were used to refine the models and a validation set of appropriate chemicals were chosen to test the models. Correlation coefficients for the estimated versus observed pK(a) values were 0.96 for phenols, 0.84 for non-aromatic carboxylic acids, 0.89 for benzoic acids and 0.89 for alcohols. The results obtained by the quantum chemical method are compared to results obtained from linear free energy relationships (LFER) and the merits of each approach are discussed., (C)1998 Elsevier Science Ltd. All rights reserved.