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Synthesis and Study of Derivatives of the [B10H10]2– Anion with Amino Acids

  • SYNTHESIS AND PROPERTIES OF INORGANIC COMPOUNDS
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Abstract

The interaction between tetrahydrofuran, tetrahydropyran, and 1,4-dioxane derivatives of the [B10H10]2– anion and a number of amino acids (glycine, cysteine, serine, and p-aminobenzoic acid) has been studied. It has been shown that, during the reactions, the exo-polyhedral cyclic substituent is opened to form closo-decaborates containing the pendant amino acid group, while the nucleophilic reagent is attached via the oxygen atom. The nucleophilic reagents can be both amino acids (in water) and their sodium salts (in dimethylformamide). All the compounds obtained are effective polydentate ligands capable to be coordinated to the metal through the donor atoms of the amino acid moiety attached and by forming three-center two-electron bonds. The synthesized compounds have been studied by elemental analysis, IR spectroscopy, 11B, 13C, and 1H NMR spectroscopies, and ESI mass spectrometry. closo-Decaborates with pendant amino acid moieties are of interest for 10B neutron capture therapy of malignant tumors due to the high content of boron atoms and a convenient way to transport them to the cells affected.

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ACKNOWLEDGMENTS

Analytical studies were performed at the Shared Facility Center of MIREA Russian Technological University and the Shared Facilities Center of the Kurchatov Institute.

Funding

This work was carried out as part of the State Assignment to the Kurnakov Institute in the field of basic scientific research and was supported by the grant of leading scientific schools of the Russian Federation NSh-2845.2018.3.

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Authors and Affiliations

  1. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    E. Yu. Matveev, A. S. Kubasov, K. Yu. Zhizhin & N. T. Kuznetsov

  2. MIREA Russian Technological University, Lomonosov Institute of Fine Chemical Technologies, 119571, Moscow, Russia

    E. Yu. Matveev & K. Yu. Zhizhin

  3. Khimmed, 115230, Moscow, Russia

    S. S. Akimov

  4. Kurchatov Institute, National Research Center, 107076, Moscow, Russia

    V. M. Retivov

Authors
  1. E. Yu. Matveev
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  2. S. S. Akimov
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  3. A. S. Kubasov
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  4. V. M. Retivov
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  5. K. Yu. Zhizhin
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  6. N. T. Kuznetsov
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Correspondence to E. Yu. Matveev.

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Translated by V. Avdeeva

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Matveev, E.Y., Akimov, S.S., Kubasov, A.S. et al. Synthesis and Study of Derivatives of the [B10H10]2– Anion with Amino Acids. Russ. J. Inorg. Chem. 64, 1513–1521 (2019). https://doi.org/10.1134/S003602361912009X

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