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Chemoselectivity of Nitroxylation of Cage Hydrocarbons

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Abstract

The composition of reaction mixtures obtained by nitroxylation of 13 cage hydrocarbons with 100% nitric acid and its mixtures with acetic acid, acetic anhydride, and methylene chloride has been studied. More reactive substrates react with lowest selectivity regardless of the reaction medium. The primary nitroxylation products of cage hydrocarbons are nitrooxy derivatives. The compositions of reaction mixtures obtained in the reactions of some cage hydrocarbons with nitric anhydride in carbon tetrachloride have been determined.

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ACKNOWLEDGMENTS

This study was performed using the facilities of the “Physicochemical Properties of Substances and Materials” joint center.

Funding

This study was performed under financial support by the Ministry of Science and Higher Education of the Russian Federation in the framework of project part of state assignment no. 0778-2020-0005. The synthetic part was financially supported by the Russian Foundation for Basic Research (project no. 19-03-00973).

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    Yu. N. Klimochkin, M. V. Leonova & E. A. Ivleva

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Klimochkin, Y.N., Leonova, M.V. & Ivleva, E.A. Chemoselectivity of Nitroxylation of Cage Hydrocarbons. Russ J Org Chem 56, 1702–1710 (2020). https://doi.org/10.1134/S107042802010005X

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