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Chemistry of difluoromethylenefullerenes

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Russian Chemical Bulletin Aims and scope

Abstract

Difluoromethylenefullerenes belonging to structurally flexible bridged fullerene derivatives have a rare distinctive feature, viz., insertion of CF2 group into the C=C bond of the fullerene cage is accompanied by electrocyclic rearrangement with the formation of unusual products termed homofullerenes. This makes the electron-withdrawing properties more pronounced, has a decisive influence on the chemical properties of compounds in the neutral and anionic states, and facilitates cleavage of the C—C bond between the bridgehead carbon atoms. Depending on the local environment of the difluoromethylene group and on the charge state, the distance between the bridgehead carbon atoms in difluoromethylenefullerenes changes from 1.7 Å to 2.3 Å, which is accompanied by transformation of the cyclopropane moiety to the bridging fragment. Methods of synthesis, the molecular and electronic structure, chemical properties, and potential application fields of difluoromethylenefullerenes are considered.

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Authors and Affiliations

  1. Department of Chemistry, Lomonosov Moscow State University, Build. 3, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    V. A. Brotsman, N. S. Lukonina & A. A. Goryunkov

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  1. V. A. Brotsman
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  2. N. S. Lukonina
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  3. A. A. Goryunkov
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Correspondence to A. A. Goryunkov.

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This work was financially supported by the Russian Science Foundation (Project No. 21-73-20068).

No human or animal subjects were used in this research.

The authors declare no competing interests.

Goryunkov Alexey Anatolyevich, born 1979, Doctor of Science (Chem.), Head of the Laboratory of Thermochemistry at the Department of Chemistry, Lomonosov Moscow State University (MSU), candidate for Professor at the Russian Academy of Sciences in 2022. He is a specialist in the field of chemistry and physicochemical properties of carbon nanostructures, Chairman of a Dissertation Council at Lomonosov MSU, a member of the Scientific Council at the Department of Chemistry, Lomonosov MSU, a member of Editorial Boards of Russian Journal of Physical Chemistry A and Bulletin of Bashkir University. A. A. Goryunkov is the author of 92 publications and two patents; seven PhD theses were defended under his supervision.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 1, pp. 20–41, January, 2023.

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Brotsman, V.A., Lukonina, N.S. & Goryunkov, A.A. Chemistry of difluoromethylenefullerenes. Russ Chem Bull 72, 20–41 (2023). https://doi.org/10.1007/s11172-023-3712-6

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