Skip to main content
SpringerLink
Log in

Homolytic reactions of N-bromohexamethyldisilazane with trialkyl(phenylalkoxy) derivatives of silicon and tin

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

The main product of the photoinduced reaction of N-bromohexamethyldisilazane with trialkyl-(benzyloxy)derivatives of silicon and tin R3MO(CH2) n Ph (R = Me, Et; M = Si, Sn; n = 1) is N,N-dibenzylidene-C-phenylmethanediamine (hydrobenzamide). For M = Si, with increase of the length of the methylene chain between the oxygen atom and the phenyl group (n = 2, 3), the similar reaction affords the product of bromination of the benzylic carbon atom R3MO(CH2)n−1CHBrPh. For M = Sn, the reaction results in the formation of 2-phenyloxacycloalkanes PhCHO(CH2)n−1.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Cook, M.D., Roberts, B.P., and Singh, K., J. Chem. Soc., Perkin Trans 2, 1983, no. 5, p. 635.

  2. Rakhlin, V.I., Mirskov, R.G., Podgorbunskaya, T.A., and Voronkov, M.G., Zh. Obshch. Khim., 2007, vol. 77, no. 9, p. 1437.

    Google Scholar 

  3. Rakhlin, V.I., Podgorbunskaya, T.A., Voronkov, M.G., Mirskov, R.G., and Gendin, D.V., Zh. Obshch. Khim., 2006, vol. 76, no. 10, p. 1629.

    Google Scholar 

  4. Grigor’ev, S.V., Voronkov, M.G., Mirskov, R.G., and Rakhlin, V.I., Zh. Obshch. Khim., 2001, vol. 71, no. 1, p. 163.

    Google Scholar 

  5. Rakhlin, V.I., Grigor’ev, S.V., Mirskov, R.G., Podgorbunskaya, T.A., Voronkov, M.G., and Gendin, D.V., Zh. Obshch. Khim., 2003, vol. 73, no. 12, p. 2063.

    Google Scholar 

  6. Neuman, W.P. and Heymann, E., Liebigs Ann. Chem., 1965, vol. 683, p. 11.

    Article  Google Scholar 

  7. Sasin, G.S and Sasin, R., J. Org. Chem., 1955, vol. 20, p. 387.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    V. I. Rakhlin, T. A. Podgorbunskaya & M. G. Voronkov

Authors
  1. V. I. Rakhlin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. A. Podgorbunskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. G. Voronkov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to V. I. Rakhlin.

Additional information

Original Russian Text © V.I. Rakhlin, T.A. Podgorbunskaya, M.G. Voronkov, 2010, published in Zhurnal Obshchei Khimii, 2010, Vol. 80, No. 5, pp. 760–765.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Rakhlin, V.I., Podgorbunskaya, T.A. & Voronkov, M.G. Homolytic reactions of N-bromohexamethyldisilazane with trialkyl(phenylalkoxy) derivatives of silicon and tin. Russ J Gen Chem 80, 930–935 (2010). https://doi.org/10.1134/S1070363210050117

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363210050117

Keywords

Search

Navigation