Retro-Cycloaddition Reaction of Pyrrolidinofullerenes

All things retro: Pyrrolidinofullerenes undergo a retro‐cycloaddition reaction to afford the corresponding fullerene (C60, C70, or an endohedral C80 metallofullerene; see scheme) in quantitative yield upon treatment with an excess of a dipolarophile (maleic anhydride or N‐phenylmaleimide) in o‐dichl...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2005-12, Vol.45 (1), p.110-114
Main Authors: Martín, Nazario, Altable, Margarita, Filippone, Salvatore, Martín-Domenech, Angel, Echegoyen, Luis, Cardona, Claudia M.
Format: Article
Language:English
Subjects:
azomethine ylides
cycloaddition
fullerenes
nitrogen heterocycles
retro reactions
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Summary:All things retro: Pyrrolidinofullerenes undergo a retro‐cycloaddition reaction to afford the corresponding fullerene (C60, C70, or an endohedral C80 metallofullerene; see scheme) in quantitative yield upon treatment with an excess of a dipolarophile (maleic anhydride or N‐phenylmaleimide) in o‐dichlorobenzene. The reaction works efficiently with higher fullerenes and has allowed the isolation of one of the constitutional isomers of Sc3N@C80.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200502556