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Article Dans Une Revue European Journal of Organic Chemistry Année : 2021

Regioselective Preparation of Fullerene Bis-adducts From Cleavable Macrocyclic Bis-malonates

Résumé

A series of macrocyclic bis-malonates incorporating either di-tert-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 bisadducts with different addition patterns have been obtained. Finally, the bridging di-tert-butylsilylene groups have been cleaved to afford the corresponding acyclic fullerene bis-adducts bearing four alcohol functions.

Domaines

Chimie organique
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Dates et versions

hal-03369098 , version 1 (07-10-2021)

Identifiants

Citer

Thi Minh Nguyet Trinh, Franck Schillinger, Sebastiano Guerra, Eric Meichsner, Iwona Nierengarten, et al.. Regioselective Preparation of Fullerene Bis-adducts From Cleavable Macrocyclic Bis-malonates. European Journal of Organic Chemistry, 2021, 2021 (27), pp.3770-3786. ⟨10.1002/ejoc.202100571⟩. ⟨hal-03369098⟩
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