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- Title
Regioselective Preparation of Fullerene Bis-adducts from Cleavable Macrocyclic Bis-malonates.
- Authors
Thi Minh Nguyet Trinh; Schillinger, Franck; Guerra, Sebastiano; Meichsner, Eric; Nierengarten, Iwona; Uwe Hahn; Holler, Michel; Nierengarten, Jean-François
- Abstract
A series of macrocyclic bis-malonates incorporating either ditert-butylsilylene or tetra-iso-propyldisiloxane subunits have been prepared and used for the regioselective bis-functionalization of [60]fullerene by double Bingel cyclopropanations. By systematically changing the length and the rigidity of the spacer units linking the malonate moieties to the silylated protecting groups, fullerene bis-adducts with different addition patterns have been obtained. Finally, the bridging di-tertbutylsilylene groups have been cleaved to afford the corresponding acyclic fullerene bis-adducts bearing four alcohol functions.
- Subjects
CYCLOPROPANATION; MOIETIES (Chemistry); SILYL group
- Publication
European Journal of Organic Chemistry, 2021, Vol 2021, Issue 27, p3770
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202100571