title: π aromaticity and three-dimensional aromaticity: two sides of the same coin?
abstract: A bridge between classical organic polycyclic aromatic hydrocarbons (PAH) and closo borohydride clusters is established by showing that they share a common origin regulated by the number of valence electrons in an electronic confined space. Application of the proposed electronic confined space analogy (ECSA) method to archetypal PAHs leads to the conclusion that the 4n+2 Wade-Mingos rule for three-dimensional closo boranes is equivalent to the (4n+2)π Hückel rule for two-dimensional PAHs. More importantly, use of ECSA allows design of new interesting fused closo boranes which can be a source of inspiration for synthetic chemists.
authors.affiliation: Department of Theoretical Chemistry and Amsterdam Center for Multiscale Modeling, Vrije Universiteit, De Boelelaan 1083, 1081HV Amsterdam (The Netherlands).
authors.forename: Jordi
authors.initials: J
authors.lastname: Poater
authors.forename: Miquel
authors.initials: M
authors.lastname: Solà
authors.forename: Clara
authors.initials: C
authors.lastname: Viñas
authors.forename: Francesc
authors.initials: F
authors.lastname: Teixidor
keywords: aromaticity; boron; cluster compounds; hydrocarbons; isoelectronic analogues