Skip to main content
Log in

Nucleophilic reactions of heterylsilanes and heterylgermanes (review)

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

We generalize data on the reactivity of furyl-, dihydrofuryl-, tetrahydrofuryl-, dihydropyranyl-, and tetrahydropyranylsilanes and -germanes in reactions with nucleophilic reagents. We show that upon reaction of heterosilanes and heterogermanes with O-, N-, C-, and H-nucleophiles, sequential substitution of the heterocycles occurs at the nucleophilic group. We consider the rearrangement of (2-tetrahydrofuryl)- and (2-tetrahydropyranyl) hydrosilanes with ring expansion, and also rearrangement of linear acyloxymethyl- and halomethylhydrosilanes to the corresponding acyloxy- and halosilanes.

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. V. Gevorgyan, L. Borisova, and E. Lukevics. J. Organomet. Chem., 393, 7 (1990).

    Google Scholar 

  2. V. Gevorgyan and E. Lukevics, Chem. Commun., 1234 (1985).

  3. V. Gevorgyan, L. M. Ignatovich, and E. Lukevics, J. Organomet. Chem., 284, 31 (1985).

    Google Scholar 

  4. V. Gevorgyan, L. Borisova, and E. Lukevics. J. Organomet. Chem., 368, 19 (1989).

    Google Scholar 

  5. E. Lukevics and L. Borisova, Izv. Akad. Nauk. Latv. SSR, Ser. Khim., No. 5, 515 (1990).

    Google Scholar 

  6. E. Lukevics, N. P. Erchak, V. F. Matorykina. and I. B. Mazheika, Zh. Obshch. Khim., 53, 1082 (1983).

    Google Scholar 

  7. E. Lukevics, V. N. Gevorgyan, Yu. S. Goldberg, and M. V. Shymanska, J. Organomet. Chem., 294, 163 (1985).

    Google Scholar 

  8. L. I. Borisova, Dissertation in Competition for the Academic Degree of Candidate of the Chemical Sciences, Riga (1989). p. 166.

  9. V. Gevorgyan, L. Borisova, and E. Lukevics, J. Organomet. Chem., 441, 381 (1992).

    Google Scholar 

  10. E. Lukevics, V. Gevorgyan, Y. Goldberg, Y. Popelis, M. Gavars, A. Gaukhman, and M. Shymanska, Heterocycles, 2, 987 (1984).

    Google Scholar 

  11. E. Lukevics, V. Gevorgyan, and L. Borisova, Khim. Geterotsikl. Soedin., No. 1, 136 (1987).

    Google Scholar 

  12. V. Gevorgyan, L. Borisova, and E. Lukevics, J. Organomet. Chem., 436, 277 (1992).

    Google Scholar 

  13. R. Tacke and H. Lange, Chem. Ber., 116, 3655 (1983).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Dedicated to Professor A. R. Katritsky on the occasion of his 65th birthday.

Translated from Khimiya Geterosiklicheskikh Soedinenii, No. 7, pp. 869–878, July, 1993.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lukevits, E., Borisova, L. & Gevorgyan, V. Nucleophilic reactions of heterylsilanes and heterylgermanes (review). Chem Heterocycl Compd 29, 735–743 (1993). https://doi.org/10.1007/BF00528884

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00528884

Keywords

Navigation