DUGi

The key role of aromaticity in the structure and reactivity of C60 and endohedral metallofullerenes

http://dugi.udg.edu/item/http:@@@@hdl.handle.net@@10256@@14805

In this review, we show that the local aromaticity of C 60 and endohedral metallofullerenes (EMFs) is a key factor to understand and predict their structure and reactivity. We report recent examples provided by our group that highlight the importance of aromaticity in C 60 and EMFs. First example discusses the regioselectivity of Diels-Alder reactions in reduced C 60 ; the second one analyzes how aromaticity stabilizes the most suitable hosting cages in EMFs; the third one determines the effect of aromaticity in the relative abundances of EMFs; the fourth one shows a relationship between aromaticity and the stability of EMF adducts formed in Bingel-Hirsch (BH) reactions; and the last one proposes structural criteria to predict the regioselectivity in BH reactions based on the local aromaticity of EMFs

We are grateful for financial support from the Spanish MINECO (CTQ2014-54306-P, CTQ2014-52525-P, CTQ2014-59212-P, and RyC contract to S.O.), the Catalan DIUE (2014SGR931, ICREA Academia 2014 Award to M.S. and XRQTC), and the FEDER fund (UNGI10-4E-801). M.G.-B. thanks the Spanish MECD for a PhD grant (AP2010-2517) and the Ramón Areces Foundation for a postdoctoral fellowship. S.O. thanks the European Community for CIG project (PCIG14-GA-2013-630978), and the funding from the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation program (ERC-2015-StG679001)

info:eu-repo/grantAgreement/MINECO//CTQ2014-54306-P/ES/ESTUDIOS TEORICO-EXPERIMENTALES DE CICLACIONES CATALIZADAS POR METALES DE TRANSICION. NUEVOS DESARROLLOS EN AROMATICIDAD, FUNCIONALES DE LA DENSIDAD Y QUIMICA SUPRAMOLECULAR/

Elsevier