DUGi

π [pi] Aromaticity and Three-Dimensional Aromaticity: Two sides of the Same Coin?

http://dugi.udg.edu/item/http:@@@@hdl.handle.net@@10256@@11358

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) pi Huckel 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

This work was supported by the Ministerio de Ciencia e Innovacion (projects CTQ2011-23156/BQU, CTQ2011-25086/BQU, CTQ2010-16237, and CTQ2013-44670-R), the Generalitat de Catalunya (projects 2009SGR279, 2009SGR637, 2009SGR528, 2014SGR931, XRQTC, ICREA Academia 2009 for MS), the FEDER fund, and the Centre de Serveis Cientifics i Academics de Catalunya

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