Skip to main content
Log in

Germylenes and stannylenes based on aminobisphenolate ligands: insertion into the C—Br bond

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A reaction of previously synthesized germylenes and stannylenes based on aminobisphenols RN{CH2[(5-R´)(3-But)C6H2(2-O—)]}2MII, M = Ge, R = CH2(2-Py), R´ = But (1); M = Ge, R = Et, R´ = Me (2); M = Sn, R = CH2(2-Py), R´ = But (3); M = Sn, R = Et, R´ = Me (4), containing (tetrylenes 1 and 3) or not containing (tetrylenes 2 and 4) a group capable of additional donation, with allyl bromide leads to the products of the insertion of tetrylenes into the C—Br bond: RN{CH2[(5-R´)(3-But)C6H2(2-O—)]}2M(Br)All, M = Ge, R = CH2(2-Py), R´ = But (5); M = Ge, R = Et, R´ = Me (6); M = Sn, R = CH2(2-Py), R´ = But (7); M = Sn, R = Et, R´ = Me (8). The structures of obtained derivatives were confirmed by NMR spectroscopy and elemental analysis. The structures of compounds 4, 5, and 7 were studied by X-ray crystallography. Stannylene 4 was found to be monomeric in the solid phase: the coordination number of the Sn atom is 3. The insertion products 5 and 7 are characterized by the coordination number 6 for the central atom.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Y. Mizuhata, T. Sasamori, N. Tokitoh, Chem. Rev., 2009, 109, 3479.

    Article  CAS  Google Scholar 

  2. J. M. Bartolin, A. Kavara, J. Kampf, M. M. Banaszak Holl, Organometallics, 2006, 25, 4738.

    Article  CAS  Google Scholar 

  3. D. Matioszek, W. S. Ojo, A. Cornejo, N. Katir, M. El Ezzi, M. Le Troedec, H. Martinez, H. Gornitzka, A. Castel, C. Nayral, F. Delpech, Dalton Trans., 2015, 44, 7242.

    Article  CAS  Google Scholar 

  4. M. Huang, E. K. Lermontova, K. V. Zaitsev, A. V. Churakov, Y. F. Oprunenko, J. A. K. Howard, S. S. Karlov, G. S. Zaitseva, J. Organomet. Chem., 2009, 694, 3828.

    Article  CAS  Google Scholar 

  5. M. Huang, M. M. Kireenko, P. B. Djevakov, K. V. Zaitsev, Y. F. Oprunenko, A. V. Churakov, D. A. Tyurin, S. S. Karlov, G. S. Zaitseva, J. Organomet. Chem., 2013, 735, 15.

    Article  CAS  Google Scholar 

  6. M. Huang, M. M. Kireenko, K. V. Zaitsev, Y. F. Oprunenko, A. V. Churakov, J. A. K. Howard, E. K. Lermontova, D. Sorokin, T. Linder, J. Sundermeyer, S. S. Karlov, G. S. Zaitseva, Eur. J. Inorg. Chem., 2012, 3712.

    Google Scholar 

  7. M. Huang, M. M. Kireenko, E. K. Lermontova, A. V. Churakov, Y. F. Oprunenko, K. V. Zaitsev, D. Sorokin, K. Harms, J. Sundermeyer, G. S. Zaitseva, S. S. Karlov, Z. Anorg. Allg. Chem., 2013, 639, 502.

    Article  CAS  Google Scholar 

  8. T. Zöller, L. Iovkova-Berends, C. Dietz, T. Berends, K. Jurkschat, Chem. Eur. J., 2011, 17, 2361.

    Article  Google Scholar 

  9. L. Iovkova-Berends, T. Berends, T. Zцller, G. Bradtmöller, S. Herres-Pawlis, K. Jurkschat, Eur. J. Inorg. Chem., 2012, 3191.

    Google Scholar 

  10. M. M. Kireenko, K. V. Zaitsev, Y. F. Oprunenko, A. V. Churakov, V. A. Tafeenko, S. S. Karlov, G. S. Zaitseva, Dalton Trans., 2013, 42, 7901.

    Article  CAS  Google Scholar 

  11. M. Huang, M. M. Kireenko, E. Kh. Lermontova, A. V. Churakov, Yu. F. Oprunenko, K. V. Zaitsev, S. S. Karlov, D. A. Lemenovskii, G. S. Zaitseva, Butlerovskie soobshcheniya [Butlerov. Commun.], 2011, 24, No. 3, 26 (in Russian).

    Google Scholar 

  12. M. Huang, M. M. Kireenko, K. V. Zaitsev, Y. F. Oprunenko, A. V. Churakov, J. A. K. Howard, M. V. Zabalov, E. K. Lermontova, J. Sundermeyer, T. Linder, S. S. Karlov, G. S. Zaitseva, J. Organomet. Chem., 2012, 706—707, 66.

    Article  Google Scholar 

  13. I. Wakeshima, I. Kijima, J. Organomet. Chem., 1998, 76, 37.

    Article  Google Scholar 

  14. T. Fjeldberg, P. B. Hitchcock, M. F. Lappert, S. J. Smith, A. J. Thorne, J. Chem. Soc., Chem. Commun., 1985, 939.

    Google Scholar 

  15. J. Barrau, G. Rima, El. T. Amraoui, Organometallics, 1998, 17, 607.

    Article  CAS  Google Scholar 

  16. E. Bonnefille, S. Maziéres, N. El Hawi, H. Gornitzka, C. Couret, J. Organomet. Chem., 2006, 691, 5631.

    Article  Google Scholar 

  17. I. A. Portnyagin, V. V. Lunin, M. S. Nechaev, Russ. Chem. Bull., 2007, 56, 926 [Izv. Akad. Nauk, Ser. Khim., 2007, 892].

    Article  CAS  Google Scholar 

  18. K. V. Zaitsev, E. A. Kuchuk, A. V. Churakov, M. A. Navasardyan, M. P. Egorov, G. S. Zaitseva, S. S. Karlov, Inorg. Chim. Acta, 2017, 461, 213.

    Article  CAS  Google Scholar 

  19. G. S. Zaitseva, B. A. Siggelkow, S. S. Karlov, G. V. Pen´kovoy, J. Lorberth, Z. Naturforsch., 1998, 53b, 1255.

    Google Scholar 

  20. J. Koecher, M. Lehnig, W. P. Neumann, Organometallics, 1988, 7, 1201.

    Article  CAS  Google Scholar 

  21. G. M. Sheldrick, SADABS, Program for scaling and correction of area detector data. University of Göttingen, Germany, 1997.

    Google Scholar 

  22. G. M. Sheldrick, Acta Crystallogr., 2008, A64, 112.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. S. Karlov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0622—0627, April, 2017.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zaitsev, K.V., Kuchuk, E.A., Churakov, A.V. et al. Germylenes and stannylenes based on aminobisphenolate ligands: insertion into the C—Br bond. Russ Chem Bull 66, 622–627 (2017). https://doi.org/10.1007/s11172-017-1782-z

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-017-1782-z

Key words

Navigation