Feixas Ferran, Matito Eduard, Poater Jordi, Solà Miquel
Institut de Química Computacional and Departament de Química, Universitat de Girona, 17071 Girona, Catalonia, Spain.
J Comput Chem. 2008 Jul 30;29(10):1543-54. doi: 10.1002/jcc.20914.
Aromaticity is a central chemical concept widely used in modern chemistry for the interpretation of molecular structure, stability, reactivity, and magnetic properties of many compounds. As such, its reliable prediction is an important task of computational chemistry. In recent years, many methods to quantify aromaticity based on different physicochemical properties of molecules have been proposed. However, the nonobservable nature of aromaticity makes difficult to assess the performance of the numerous existing indices. In the present work, we introduce a series of fifteen aromaticity tests that can be used to analyze the advantages and drawbacks of a group of aromaticity descriptors. On the basis of the results obtained for a set of ten indicators of aromaticity, we conclude that indices based on the study of electron delocalization in aromatic species are the most accurate among those examined in this work.
芳香性是现代化学中一个核心的化学概念，广泛用于解释许多化合物的分子结构、稳定性、反应性和磁性。因此，其可靠预测是计算化学的一项重要任务。近年来，已经提出了许多基于分子不同物理化学性质来量化芳香性的方法。然而，芳香性的不可观测性质使得难以评估众多现有指标的性能。在本工作中，我们引入了一系列十五种芳香性测试，可用于分析一组芳香性描述符的优缺点。基于对一组十个芳香性指标获得的结果，我们得出结论，在本工作中所研究的那些指标中，基于对芳香族物种中电子离域的研究的指标是最准确的。
