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Updated: Jul 30, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Bilateral π-extension of an open-[60]fullerene in a helical manner
Yoshifumi Hashikawa1, Shumpei Sadai1, Yasujiro Murata1
1Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan. yasujiro@scl.kyoto-u.ac.jp.
Abstract:
The conventional π-elongation of open-[60]fullerenes could only give unilaterally π-extended derivatives. Herein, we report the further π-elongation at another site to achieve bilateral π-elongation via a consecutive nucleophilic addition of 4,5-dimethyl-o-phenylenediamine. The thus-formed π-extended open-[60]fullerene bears two-fold diaza[n]helicene (n = 5 and 6) motifs in its skeleton. The crystallographic analysis revealed the characteristic helicene-fullerene interactions with close contacts of 3.09 and 3.14 Å.
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