title: Quantification of aromaticity in oxocarbons: the problem of the fictitious "nonaromatic" reference system.
abstract: Despite the extensive research reported in the literature, the concept of aromaticity has eluded rigorous quantification. The main reason for this undesirable reality is the fact that aromaticity is a differential property. While bond orders, atomic charges and electronegativity differences are properties of the molecule under analysis, the aromaticity concept often refers to the difference between some property of the molecule and that of an artificial "nonaromatic" reference system. A rigorous definition of such a reference system is non-existing and therefore constituting the main barrier to obtain a satisfactory quantification of the aromatic concept. Oxocarbon acids and their anions are examples where the criteria of aromaticity that use reference systems are unsuccessful, only NICS criterion gives satisfactory results. Wiberg bond indexes and 17O NMR chemical shifts are also useful to study such compounds.
authors.affiliation: Departament de Química, Universitat de les Illes Balears, Palma de Mallorca, Spain.
authors.forename: David
authors.initials: D
authors.lastname: Quiñonero
authors.forename: Carolina
authors.initials: C
authors.lastname: Garau
authors.forename: Antonio
authors.initials: A
authors.lastname: Frontera
authors.forename: Pablo
authors.initials: P
authors.lastname: Ballester
authors.forename: Antonio
authors.initials: A
authors.lastname: Costa
authors.forename: Pere M
authors.initials: PM
authors.lastname: Deyà