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Royal Society of Chemistry, Chemical Communications, 12(49), p. 1220, 2013

DOI: 10.1039/c2cc38390j

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Electrochemical control of the regioselectivity in the exohedral functionalization of C60: the role of aromaticity

Journal article published in 2013 by Marc Garcia-Borràs ORCID, Sílvia Osuna, Marcel Swart ORCID, Josep M. Luis ORCID, Miquel Solà ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

n this work we show that the regioselectivity of the Diels-Alder, 1,3-dipolar, and carbene cycloadditions to C60 changes from the usual [6,6] addition in neutral species to the [5,6] attack when the number of electrons added to the fullerenic cage increases. Changes in the aromaticity of the five- and six-membered rings of C60 during the reduction process provide a rationale to understand this regioselectivity change