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

In 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

Royal Society of Chemistry (RSC)

Manager: Ministerio de Ciencia e Innovación (Espanya)
Generalitat de Catalunya. Agència de Gestió d’Ajuts Universitaris i de Recerca
Author: Garcia Borràs, Marc
Osuna Oliveras, Sílvia
Swart, Marcel
Luis Luis, Josep Maria
Solà i Puig, Miquel
Abstract: In 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
Document access: http://hdl.handle.net/2072/295562
Language: eng
Publisher: Royal Society of Chemistry (RSC)
Rights: Tots els drets reservats
Subject: Diels-Alder, Reacció de
Diels-Alder reaction
Reaccions químiques regioselectives
Regioselectivity Chemical reactions
Fullerenes
Ful·lerens
Aromaticitat (Química)
Aromaticity (Chemistry)
Title: Electrochemical control of the regioselectivity in the exohedral functionalization of C60: The role of aromaticity
Type: info:eu-repo/semantics/article
Repository: Recercat

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