Synthesis of Fullerene-Fused Dioxanes/Dioxepanes: Ferric Perchlorate-Mediated One-Step Reaction of [60]Fullerene with Diols

Xiao-Feng Zhang , Fa-Bao Li *, Jun Wu , Ji-Long Shi , Zhan Liu , and Li Liu *

The facile one-step reaction of [60]fullerene with various diols in the presence of ferric perchlorate afforded a series of rare fullerene-fused dioxanes/dioxepanes. Nevertheless, the reaction of [60]fullerene with diethylene glycol, triethylene glycol, and tripropylene glycol promoted by ferric perchlorate unexpectedly generated fullerene-fused dioxanes instead of the anticipated fullerene-fused crown ethers. A plausible reaction mechanism is proposed to explain the formation of fullerene-fused dioxane/dioxepane products.

在高氯酸铁参与下，富勒烯和多种二醇可以方便地生成富勒烯并合的二氧六环和二氧五环，但富勒烯和二甘醇，三甘醇和三丙二醇反应并没得到并合的冠醚，而是得到了并合的二氧五环。

J. Org. Chem., 2015, 80 (12), pp 6037–6043