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Yperite-free method for the synthesis of polydentate sulfur-containing ligands

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Abstract

Sulfur-containing oligomers comprising C—S—C and C—S—S—C moieties were syntesized via the condensation of 1,2-dichloroethane with a mixture of potassium sulfide and disulfide. Cleavage of disulfide bonds in these oligomers with the hydrazine hydrate–KOH system led to the formation of α,ω-potassium dithiolates containing several ethylene sulfide S—C—C—S moieties in the chain. Alkylation of the dithiolates with iodomethane allowed obtaining compounds containing monosulfide moieties. Such compounds can be used as extractants, sorbents, and catalysts and can find applications in various fields, including microbiology, biotechnology, medicine, and agriculture.

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References

  1. B. K. Maiti, L. B. Maia, J. J. G. Moura, J. Inorg. Biochem., 2022, 227, 111687; DOI: https://doi.org/10.1016/j.jinorgbio.2021.111687.

    Article  CAS  PubMed  Google Scholar 

  2. J. Taut, J.-C. Chambron, B. Kersting, Eur. J. Inorg. Chem., 2023, 26, e202200739; DOI: https://doi.org/10.1002/ejic.202200739.

    Article  CAS  Google Scholar 

  3. S. N. Adamovich, E. G. Filatova, Y. N. Pozhidaev, I. A. Ushakov, A. D. Chugunov, E. N. Oborina, I. B. Rozentsveig, F. Verpoort, J. Taiwan Ins. Chem. Eng., 2021, 129, 396; DOI: https://doi.org/10.1016/j.jtice.2021.09.014.

    Article  CAS  Google Scholar 

  4. N. P. Tarasova, E. G. Krivoborodov, Ya. O. Mezhuev, Russ. Chem. Bull., 2023, 72, 415; DOI: https://doi.org/10.1007/s11172-023-3809-9.

    Article  CAS  Google Scholar 

  5. V. V. Skopenko, A. Yu. Tsivadze, L. I. Savransky, A. D. Garnovsky, Koordinatsionnaya khimiya [Coordination chemistry], Akademkniga, Moscow, 2007, 487 p. (in Russian).

    Google Scholar 

  6. K. Smith, M. Tzimas, C.M. Brown, K. Payne, Sulfur Lett., 1999, 22, 103; https://orca.cardiff.ac.uk/id/eprint/15198.

    CAS  Google Scholar 

  7. E. P. Levanova, A. I. Vilms, V. A. Bezborodov, I. A. Babenko, N. G. Sosnovskaya, N. V. Istomina, A. I. Albanov, N. V. Russavskaya, I. B. Rozentsveig, Russ. J. Gen. Chem., 2017, 87, 396; DOI: https://doi.org/10.1134/S1070363217030069.

    Article  CAS  Google Scholar 

  8. V. Bezborodov, I. Babenko, I. Rozentsveig, N. Korchevin, E. Levanova, V. Smirnov, T. Borodina, V. Saraev, A. Vilms, Polyhedron, 2018, 151, 287; DOI: https://doi.org/10.1016/j.poly.2018.05.053.

    Article  CAS  Google Scholar 

  9. V. A. Bezborodov, I. A. Babenko, G. V. Ratovskii, I. A. Ushakov, A. I. Vilms, Russ. J. Org. Chem., 2021, 57, 1662; DOI: https://doi.org/10.1134/S1070428021100158.

    Article  CAS  Google Scholar 

  10. W. Rosen, D. H. Busch, J. Am. Chem. Soc., 1969, 91, 4694; DOI: https://doi.org/10.1021/ja01045a017.

    Article  CAS  Google Scholar 

  11. E. N. Deryagina, N. V. Russavskaya, O. V. Alekminskaya, N. A. Korchevin, B. A. Trofimov, Sulfur Lett., 1999, 22, 85–88.

    CAS  Google Scholar 

  12. N. A. Korchevin, N. V. Russavskaya, O. V. Alekminskaya, E. N. Deryagina, Russ. J. Gen. Chem., 2002, 72, 240; DOI: https://doi.org/10.1023/A:1015425702523.

    Article  CAS  Google Scholar 

  13. E. N. Deryagina, N. V. Russavskaya, L. K. Papernaya, E. P. Levanova, E. N. Sukhomazova, N. A. Korchevin, Russ. Chem. Bull., 2005, 54, 2473; DOI: https://doi.org/10.1007/s11172-006-0143-0.

    Article  CAS  Google Scholar 

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Acknowledgements

The authors are grateful to the Baikal Analytical Center for Collective Use of the Siberian Branch of the Russian Academy of Sciences for the access to research equipment used in this work.

Funding

This work was financially supported by the Russian Science Foundation and the Government of the Irkutsk Region of the Russian Federation (Project No. 23-26-10007).

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Correspondence to S. N. Adamovich.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 73, No. 3, pp. 738–742, March, 2024.

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Grabelnykh, V.A., Vilms, A.I., Bezborodov, V.A. et al. Yperite-free method for the synthesis of polydentate sulfur-containing ligands. Russ Chem Bull 73, 738–742 (2024). https://doi.org/10.1007/s11172-024-4185-y

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  • DOI: https://doi.org/10.1007/s11172-024-4185-y

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