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Nucleophilic Addition Reaction of Secondary Amines to Acetonitrilium closo-Decaborate [2-B10H9NCCH3]–

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Abstract

The work is devoted to the study of the process of nucleophilic addition of secondary amines to a multiple bond of the nitrile derivative of the closo-decaborate anion (NBu4) [2-B10H9NCCH3]. The process results to the regioselective and stereoselective formation of disubstituted amidines. The process is carried out under mild conditions and allows functionalization of amines of various structure. The compounds obtained are characterized by multinuclear NMR spectroscopy, IR spectroscopy, elemental analysis. For the substances (NBu4)[2-B10H9(E-NH=C(N(CH2)5CH3)] and (NBu4)[2-B10H9(E-NH=C(N(C2H4)2O)] the structures were confirmed by X-ray diffraction.

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FUNDING

This study was supported by the Russian Science Foundation, grant no. 18-13-00459.

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Authors and Affiliations

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

    A. P. Zhdanov, A. V. Nelyubin, I. N. Klyukin, N. A. Selivanov, E. O. Bortnikov, K. Yu. Zhizhin & N. T. Kuznetsov

  2. Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences, 119071, Moscow, Russia

    M. S. Grigoriev

  3. Mendeleev University of Chemical Technology, HCC Russian Academy of Sciences, 125047, Moscow, Russia

    E. O. Bortnikov

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  1. A. P. Zhdanov
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  2. A. V. Nelyubin
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  3. I. N. Klyukin
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  4. N. A. Selivanov
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  6. M. S. Grigoriev
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  7. K. Yu. Zhizhin
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  8. N. T. Kuznetsov
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Correspondence to A. P. Zhdanov.

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Zhdanov, A.P., Nelyubin, A.V., Klyukin, I.N. et al. Nucleophilic Addition Reaction of Secondary Amines to Acetonitrilium closo-Decaborate [2-B10H9NCCH3]–. Russ. J. Inorg. Chem. 64, 841–846 (2019). https://doi.org/10.1134/S0036023619070180

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  • DOI: https://doi.org/10.1134/S0036023619070180

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