On the performance of some aromaticity indices: a critical assessment using a test set.
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.
Feixas
Ferran
F
Institut de Química Computacional and Departament de Química, Universitat de Girona, 17071 Girona, Catalonia, Spain.
Matito
Eduard
E
Poater
Jordi
J
Solà
Miquel
M