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Updated: Jul 11, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Synthesis of fullerene glycoconjugates via a copper-catalyzed Huisgen cycloaddition reaction
Hiroyuki Isobe1, Kaimei Cho, Niclas Solin
1Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. isobe@mail.tains.tohoku.ac.jp
Abstract:
The synthesis of fullerene-carbohydrate conjugates using a copper-catalyzed [3+2] cycloaddition reaction to facilitate the union of an azido-functionalized sugar and a pentaalkynyl[60]fullerene is straightforward. Thus, fullerenes bearing five oligosaccharides such as Gb3-trisaccharide can be readily accessed. Nanometer-scale molecular architectures presenting as many as 15 sugar moieties in C5-symmetry are readily produced. The cycloaddition reaction proceeds quantitatively under mild conditions without the need to protect the sugar hydroxyl groups.
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