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Updated: Jul 2, 2025

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
Oxidative cage opening in the C70 fullerene facilitated by preceding trifluoromethylation
Sofia V Gracheva1, Nadezhda B Tamm1, Konstantin A Lyssenko1
1Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, 1-3, 119991, Moscow, Russia. nsovchinnikova@gmail.com.
Abstract:
Two novel derivatives of the C70 fullerene with 9- and 10-membered cage openings were obtained by means of oxidation and decarbonylation of C70(CF3)8. The major product, C70(O)(CF3)8O2, features a cleaved C-C bond transformed into two carbonyl functions plus an ether bridge. The second product, C69O(CF3)8O, has one of the carbonyls replaced with another ether bridge. We provide a DFT analysis of the possible formation pathways to give the oxidized compounds under the action of pyridine N-oxide.
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