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Synthesis of Sulfur-Containing Cymantrene Derivatives Having Potential Photo- and Electrochemical Properties

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Abstract

With the aim of preparing of sulfur-containing derivatives of cymantrene, the hydrolysis of isothiouronium salts of alkylcymantrenes was studied under various conditions as well as subsequent chemical transformations of hydrolysis products. It was found that alkylcymantrenylthiols can be prepared either by hydrolysis of isothiouronium salts under the action of NaOH in a EtOH-acetone (4 : 1) mixture for 2 h or by the reduction of the corresponding disulfides by LiAlH4 formed in the course of this reaction in good yield for 6 h. Electrochemical properties of disulfides Cym(CHCH3)SS(CHCH3)Cym (Cym = C5H4Mn(CO)3) in solution before and after irradiation with a Hg lamp at λ365 nm were studied. The structures of the compounds were established by the X-ray analysis (CymCH(CH3)SSCH(CH3)Cym (I) (CIF file CCDC no. 1921952) and CymCH2SCH2Cym (II) (CIF file CCDC no. 1921953)).

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ACKNOWLEDGMENTS

The structures of the synthesized compounds were studied using the scientific equipment of the Center of Molecular Structure Investigation at the Nesmeyanov Institute of Organoelement Compounds (Russian Academy of Sciences).

Funding

The structural studies of the synthesized compounds were supported by the Ministry of Science and Higher Education of the Russian Federation. This work in part of the synthesis of the target products and studies of their properties was supported by the Russian Science Foundation, project no. 17-73-30036.

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Authors and Affiliations

  1. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, Russia

    E. S. Kelbysheva, M. G. Ezernitskaya, A. F. Smol’yakov & L. N. Telegina

  2. Mendeleev University of Chemical Technology of Russia, 125190, Moscow, Russia

    Yu. A. Gordey

  3. Plekhanov University of Economics of Russia, 103031, Moscow, Russia

    A. F. Smol’yakov

Authors
  1. E. S. Kelbysheva
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  2. Yu. A. Gordey
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  3. M. G. Ezernitskaya
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  4. A. F. Smol’yakov
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  5. L. N. Telegina
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Corresponding author

Correspondence to E. S. Kelbysheva.

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The authors declare that they have no conflicts of interest.

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Translated by E. Yablonskaya

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Kelbysheva, E.S., Gordey, Y.A., Ezernitskaya, M.G. et al. Synthesis of Sulfur-Containing Cymantrene Derivatives Having Potential Photo- and Electrochemical Properties. Russ J Coord Chem 46, 28–36 (2020). https://doi.org/10.1134/S1070328420010030

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  • DOI: https://doi.org/10.1134/S1070328420010030

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