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.
Similar content being viewed by others
References
Chernyshev, E.A., Kurek, M.E., and Polivanov, A.N., USSR Authors Certificate no. 316663, Bull. Izobr., 1971, vol. 30.
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.
Lakhtin, V.G., Kurakaeva, N.A., Mid’ko, A.A., Pyatova, Yu.I., and Chernyshev, E.A., Dep. VINITI, Moscow, 2003, no. 1850-B2003.
Zhun’, V.I., Sbitneva, I.V., and Chernyshev, E.A., Russ. J. Gen. Chem., 2005, vol. 75, no. 6, p. 867.
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.
Sbitneva, I.V., Candidate Sci. (Chem.) Dissertation, Moscow, 2006.
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.
Koch, W. and Holthausen, M.C., A Chemist’s Guide to Density Functional Theory, Weinheim: Wiley-VCH Verlag GmbH, 2001, p. 344.
Zgao, Y. and Truhlar, D.G., Theor. Chem. Account, 2008, vol. 120, no. 1, p. 215.
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.
Author information
Authors and Affiliations
Corresponding author
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
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
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363214020212