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Title: Inverse Electron Demand Diels–Alder Reaction on M 3 N@C 80 (M=Lu, Sc): Reactivity and Reversibility Enable Chemical Separation of Metallofullerenes
Abstract Endohedral metallofullerenes are chemically more inert compared to empty fullerenes, primarily due to their intramolecular electron transfer. In this work, we report an inverse electron demand Diels–Alder (IEDDA) reaction on M3N@C80(M=Lu, Sc), where they show significantly higher reactivity than empty fullerenes. The molecular structures of the [4+2] cycloadducts were unambiguously characterized. Moreover, the cycloadducts can fully revert to pristine M3N@C80via retro‐cycloaddition upon thermal treatment. With the unusual reactivity and reversibility, the IEDDA reaction enables an effective separation approach for metallofullerenes from their soot extracts, opening path to efficient and economical scale‐up synthesis of metallofullerenes in laboratory and industrial settings.  more » « less
Award ID(s):
2117792 2238629
PAR ID:
10572591
Author(s) / Creator(s):
 ;  ;  ;  ;  ;  ;  ;  ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Angewandte Chemie International Edition
Volume:
64
Issue:
16
ISSN:
1433-7851
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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