Molecular structure parameters and predictions of enthalpies of formation for catacondensed and pericondensed polycyclic aromatic hydrocarbons

被引:22
|
作者
Herndon, WC
Biedermann, PU
Agranat, I [1 ]
机构
[1] Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel
[2] Univ Texas, Dept Chem, El Paso, TX 79968 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 21期
关键词
D O I
10.1021/jo981280s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Simple procedures that combine calculated ab initio theoretical energies with empirical structural parameters to correlate experimental enthalpies of formation for polycyclic aromatic hydrocarbons are evaluated for predictive potential. The analyzed data set consists of every benzenoid PAH with an experimentally determined Delta H(f)degrees(g), i.e., nine catacondensed and three pericondensed aromatic compounds. The tested levels of theory use optimized STO-3G, 3-21G, and 6-31G* calculated HF electronic energies, and energies determined at the correlated, optimized DFT B3LYP/ 6-31G* and single point MP2/6-31G*//HF/6-31G* levels. The highest precision correlations of the Delta H(f)degrees(g) data combine computed electronic energies with three types of parametrized carbon structure descriptors and a CH parameter. The predictive accuracy of this protocol is assessed using a statistical cross-validation procedure.
引用
收藏
页码:7445 / 7448
页数:4
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