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Synthesis of new fluoro derivatives of o-carborane [3-F-7,8-C2B9H11]−, 3,6-F2-1,2-C2B10H10, and [6,6′-F2-3,3′-Co(1,2-C2B9H10)2]−

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Abstract

The 3,6-difluoro derivative of ortho-carborane 3,6-F2-1,2-C2B10H10 was obtained by a triple sequence of deboronation and BF-insertion reactions. 3-Fluoro and, especially, 3,6-difluoro derivatives of ortho-carborane were found to have an increased propensity to deboronation with elimination of the BF group under the action of even weak nucleophilic agents, which, apparently, is explained by a reduced electron density on the boron atoms bearing fluorine atoms. The 6,6′-difluoro derivative of cobalt bis(dicarbollide) [6,6′-F2-3,3′-Co(1,2-C2B9H10)2]− was obtained from 3-fluoro-nido-carborane [3-F-7,8-C2B9H11]−. The new fluoro derivatives of ortho-carborane were characterized by multinuclear NMR spectroscopy.

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Funding

This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation (Agreement No. 075-15-2021-1027 dated 04.10.2021). NMR spectra were obtained using scientific equipment of the Center for Molecular Structure Studies at the A. N. Nesmeyanov Institute of Organoelement Compounds.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 1 Build., 28 ul. Vavilova, 119991, Moscow, Russian Federation

    A. V. Shmalko, S. A. Anufriev, S. V. Timofeev, I. B. Sivaev & V. I. Bregadze

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  1. A. V. Shmalko
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  2. S. A. Anufriev
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Correspondence to I. B. Sivaev.

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Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 73, No. 1, pp. 0146–0152, January, 2024.

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Shmalko, A.V., Anufriev, S.A., Timofeev, S.V. et al. Synthesis of new fluoro derivatives of o-carborane [3-F-7,8-C2B9H11]−, 3,6-F2-1,2-C2B10H10, and [6,6′-F2-3,3′-Co(1,2-C2B9H10)2]−. Russ Chem Bull 73, 146–152 (2024). https://doi.org/10.1007/s11172-024-4126-9

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