Item


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
Format: application/pdf
Document access: http://hdl.handle.net/10256/10206
Language: eng
Publisher: Royal Society of Chemistry (RSC)
Collection: info:eu-repo/semantics/altIdentifier/doi/10.1039/c2cc38390j
info:eu-repo/semantics/altIdentifier/issn/1359-7345
info:eu-repo/semantics/altIdentifier/eissn/1364-548X
info:eu-repo/grantAgreement/MICINN//CTQ2011-23156/ES/AVANCES EN CATALISIS Y AROMATICIDAD/
info:eu-repo/grantAgreement/MICINN//CTQ2011-25086/ES/MODELIZACION MULTIESCALAR EN (BIO)QUIMICA/
AGAUR/2009-2014/2009 SGR-637
AGAUR/2009-2014/2009 SGR-528
info:eu-repo/grantAgreement/EC/FP7/252856/EU/Enzyme Design of Medical Interest/MEDENZYMEDESIGN
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: DUGiDocs

Subjects

Authors