Russian Journal of Coordination Chemistry

, Volume 45, Issue 11, pp 788–794 | Cite as

Halogen and Hydrogen Bonds in Co-crystalline Ferrocenium Organotellurium Halide Salts

  • Yu. V. TorubaevEmail author
  • K. A. Lyssenko
  • A. E. Popova


The reactions of ferrocene and decamethylferrocene with vinyltellurium trichloride Ph(Cl)C= C(Ph)TeCl3 afford unusual co-crystalline salts [Cp2Fe]+ClPh(Cl)C=C(Ph)TeCl2OH (I) and [(C5Me5)2Fe]+Cl(Ph(Cl)C=C(Ph)TeCl2OH) (II). The Ph(Cl)C=C(Ph)TeCl2OH molecule in these salts is neutral and forms only non-covalent (hydrogen and chalcogen) bonds with the chloride ion. The hydrolytic replacement of a chlorine atom not involved in the three-center four-electron Cl–Te–Cl bond in Ph(Cl)C=C(Ph)TeCl3 is due to the general moisture sensitivity of organic telluriium halides, and the accompanying oxidation of ferrocene is not a necessary condition for the formation of Ph(Cl)C=C(Ph)TeCl2OH (III). (CCDC nos. 1908530 (I), 1908531 (II), 1908532 (III).)


halogen bonds chalcogen bonds hydrogen bonds co-crystalline salts tellurium halides ferrocene X-ray diffraction 



The authors are grateful to the Center for Collective Use of Physical Investigation Methods, Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences for providing use of research equipment.


The XRD measurements were performed using shared experimental facilities supported by IGIC RAS state assignment. The authors also acknowledge the support by project I.35 of Presidium of the RAS.


The authors declare that they have no conflict of interest.


  1. 1.
    Cavallo, G., Metrangolo, P., Milani, R., et al., Chem. Rev., 2016, vol. 116, p. 2478.CrossRefGoogle Scholar
  2. 2.
    Vogel, L., Wonner, P., and Huber, S.M., Angew. Chem., Int. Ed. Engl., 2019, vol. 58, p. 1849.CrossRefGoogle Scholar
  3. 3.
    Tiekink, E.R.T., Coord. Chem. Rev., 2017, vol. 345, p. 209.CrossRefGoogle Scholar
  4. 4.
    Priimagi, A., Cavallo, G., Metrangolo, P., and Resnati, G., Acc. Chem. Res., 2013, vol. 46, p. 2686.CrossRefGoogle Scholar
  5. 5.
    Adonin, S.A., Udalova, L.I., and Abramov, P.A., Chem.-Eur. J., 2018, vol. 24, p. 14707.CrossRefGoogle Scholar
  6. 6.
    Metrangolo, P., Resnati, G., Pilati, T., and Biella, S., Halogen Bonding Fundamentals and Applications, Halogen Bonding in Crystal Engineering, 2008, vol. 126, p. 105.CrossRefGoogle Scholar
  7. 7.
    Mukherjee, A., Tothadi, S., and Desiraju, G.R., Acc. Chem. Res., 2014, vol. 47, no. 8, p. 2514.CrossRefGoogle Scholar
  8. 8.
    Aitipamula, S., Banerjee, R., Bansal, A.K., et al., Cryst. Growth Des., 2012, vol. 12, p. 2147.CrossRefGoogle Scholar
  9. 9.
    Zhang, C., Xiong, Y., Jiao, F., et al., Cryst. Growth Des., 2019, vol. 19, no. 3, p. 1471. CrossRefGoogle Scholar
  10. 10.
    Torubaev, Yu.V., Pavlova, A.V., Pasynskii, A.A., et al., Russ. J. Coord. Chem., 2015, vol. 41, p. 638. CrossRefGoogle Scholar
  11. 11.
    Zukerman-Schpector, J., Camillo, R.L., and Comasseto, J.V., Acta Crystallogr., Sect. C: Cryst. Struct. Commun., 1999, vol. 55, p. 1577.CrossRefGoogle Scholar
  12. 12.
    Groom, C.R., Bruno, I.J., Lightfoot, M.P., and Ward, S.C., Acta Crystallogr., Sect. B: Struct. Sci., Cryst. Eng. Mater., 2016, vol. 72, p. 171. CrossRefGoogle Scholar
  13. 13.
    Sheldrick, G.M., Acta Crystallogr., Sect. A: Found. Crystallogr., 2008, vol. 64, p. 112.CrossRefGoogle Scholar
  14. 14.
    Petragnani, N. and Stefani, H.A., Telluriumin Organic Synthesis, Elsevier, 2007.
  15. 15.
    Beckmann, J., Heitz, S., and Hesse, M., Inorg. Chem., 2007, vol. 46, p. 3275.CrossRefGoogle Scholar
  16. 16.
    Misra, S., Chauhan, A.K.S., Srivastava, R.C., et al., RSC Adv., 2011, vol. 1, p. 808.CrossRefGoogle Scholar
  17. 17.
    Rakesh, P., Singh, H.B., and Butcher, R.J., Dalton Trans., 2012, vol. 41, p. 0707.Google Scholar
  18. 18.
    Martynov, A.V. and Amosova, S.V., Russ. J. Gen. Chem., 2008, vol. 78, p. 2067. CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • Yu. V. Torubaev
    • 1
    Email author
  • K. A. Lyssenko
    • 2
  • A. E. Popova
    • 1
  1. 1.Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of SciencesMoscowRussia
  2. 2.Nesmeyanov Institute of Organoelement Compounds, Russian Academy of SciencesMoscowRussia

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