Regioselective Synthesis of Fullerene Tris-adducts for the Preparation of Clickable Fullerene [3:3]-Hexa-adduct Scaffolds - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2021

Regioselective Synthesis of Fullerene Tris-adducts for the Preparation of Clickable Fullerene [3:3]-Hexa-adduct Scaffolds

Résumé

Macrocyclic tris-malonates incorporating cleavable di-tertbutylsilylene protecting groups have been prepared by a stepwise approach and used for the regioselective tris-functionalization of C60. Fullerene tris-adducts with an e,e,e addition pattern have been thus obtained. The bridging di-tert-butylsilylene protecting groups have been cleaved to liberate the terminal alcohol functions of the fullerene tris-adduct. This key building block has been further functionalized to generate a clickable fullerene [3:3]-hexa-adduct scaffold allowing the successive introduction of two azide reagents.

Domaines

Chimie organique
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Dates et versions

hal-03369124 , version 1 (07-10-2021)

Identifiants

Citer

Eric Meichsner, Franck Schillinger, Thi Minh Nguyet Trinh, Sebastiano Guerra, Uwe Hahn, et al.. Regioselective Synthesis of Fullerene Tris-adducts for the Preparation of Clickable Fullerene [3:3]-Hexa-adduct Scaffolds. European Journal of Organic Chemistry, 2021, 2021 (27), pp.3787-3797. ⟨10.1002/ejoc.202100572⟩. ⟨hal-03369124⟩
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