Skip to main content
Log in

Reaction of tetrachlorogermane with thienyl- and phenylchlorosilanes in presence of aluminum chloride. Synthesis of thienylchlorogermanes

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

An Erratum to this article was published on 01 March 2015

Abstract

Reaction of tetrachlorogermane with 2-thienylchlorosilane and methyl(2-thienyl)dichlorosilane in presence of AlCl3 is studied. It was shown that in the reaction with 2-thienyltrichlorosilane 2-thienyltrichlorogermane mainly formed, while in the reactions with methyl(2-thienyl)dichlorosiulane aromatic germaniumcontaining compounds like 2-thienyltrichlorogermane and di(2-thienyl)dichlorogermane were obtained. Quantum-chemical calculations showed that the reaction of chlorine atoms exchange in GeCl4 with aromatic moiety formed from arylchlorosilanes in the presence of AlCl3 proceeds through a four-membered activated complex.

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. Chernyshev, E.A., Kurek, M.E., and Polivanov, A.N., USSR Authors Certificate no. 316663, Bull. Izobr., 1971, vol. 30.

  2. Motsarev, G.V., Chernyshev, E.A., Rozenberg, V.R., Inshakova, V.T., and Zetkin, V.I., Zh. Obshch. Khim., 1983, vol. 53, no. 5, p. 1111.

    CAS  Google Scholar 

  3. Lakhtin, V.G., Kurakaeva, N.A., Mid’ko, A.A., Pyatova, Yu.I., and Chernyshev, E.A., Dep. VINITI, Moscow, 2003, no. 1850-B2003.

  4. Zhun’, V.I., Sbitneva, I.V., and Chernyshev, E.A., Russ. J. Gen. Chem., 2005, vol. 75, no. 6, p. 867.

    Article  Google Scholar 

  5. Zhun’, V.I., Sbitneva, I.V., and Chernyshev, E.A., Abstracts of Papers, 10th All-Russian Conf. “Organosilicon Compounds” Dedicated to 100th Anniversary of Academician K.A. Andrianov, Moscow, 2005, p. 22.

    Google Scholar 

  6. Sbitneva, I.V., Candidate Sci. (Chem.) Dissertation, Moscow, 2006.

    Google Scholar 

  7. Lukevits, E.Ya, Gar, T.K., Ignatovich, L.M., and Mironov, V.F., Biologicheskaya aktivnost’ soedinenii germaniya (Biological Activity of Germanium Compounds), Riga: Zinatne, 1990, p. 191.

    Google Scholar 

  8. Koch, W. and Holthausen, M.C., A Chemist’s Guide to Density Functional Theory, Weinheim: Wiley-VCH Verlag GmbH, 2001, p. 344.

    Book  Google Scholar 

  9. Zgao, Y. and Truhlar, D.G., Theor. Chem. Account, 2008, vol. 120, no. 1, p. 215.

    Google Scholar 

  10. Frisch M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G.A., Nakatsuji, H., Caricato, M., Li, X., Hratchian, H.P., Izmaylov, A.F., Bloino, J., Zheng, G., Sonnenberg, J.L., Hada, M., Ehara, M., Toyota, K., Fukuda, F., Hasagawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Montgomery, J.A. Jr., Peralta, J.E., Ogliaro, F., Bearpark, M., Heyd, J.J., Brothers, E., Kudin, K.N., Staroverov, V.N., Kobayashi, R., Normand, J., Raghavachari, K., Pendrell, A., Burant, J.C., Iyengar, S.S., Tomasi, J., Cossi, M., Rega, N., Millam, J.M., Klene, M., Knox, J.E., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Martin, R.L., Morokuma, K., Zakrzewski, V.G., Voth, G.A., Salvador, P., Dannenberg, J.J., Dapprich, S., Daniels, A.D., Ferkas, O., Foresman, J.B., Ortiz, J.V., Cioslowski, J., and Fox, D.J., Gaussian 09, Revision A.02, Wallingford CT, Gaussian Inc., 2009.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to E. A. Chernyshev.

Additional information

Original Russian Text © V.G. Lakhtin, M.I. Vorob’eva, E.G. Gordeev, V.N. Ushakov, A.D. Kirillin, V.G. Bykovchenko, N.A. Golub, E.A. Chernyshev, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 2, pp. 288–292.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lakhtin, V.G., Vorob’eva, M.I., Gordeev, E.G. et al. Reaction of tetrachlorogermane with thienyl- and phenylchlorosilanes in presence of aluminum chloride. Synthesis of thienylchlorogermanes. Russ J Gen Chem 84, 280–284 (2014). https://doi.org/10.1134/S1070363214020212

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363214020212

Keywords

Navigation