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Updated: Dec 30, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Synthesis of Open-Cage [60]Fullerenes with Five Carbonyl Groups on the Rim of the 15-Membered Orifice
Dan Xu1, Dazhi Yang1, Jie Su1
1Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry, and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, P. R. China.
Abstract:
A new type of open-cage [60]fullerene was prepared starting from our previously reported open-cage [60]fullerenes containing hydroxy and tert-butylperoxo groups, and an iminofuranone moiety on the rim of the orifice. The key reactions are alcoholysis with MeOH/PCl5 and reductive aromatization with SnCl2 or HI (aq). The resulting open-cage compound contains two ketone carbonyls, two amide carbonyls, and one ester carbonyl group. The X-ray crystal structure of the precursor compound shows that the 18-membered orifice is almost completely blocked because of the presence of the amide group directly above the orifice.
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