Abstract
A fundamentally new method for the synthesis of 1-halogermatranes and germatranyl esters of oxygen-containing acids has been developed. Using this method germatranes XGe(OCH2CH2)3N (X = Hal, ClO4)were synthesized, their elemental analysis was determined, and their stereoelectronic structure was studied by the methods of multinuclear NMR, mass spectrometry, and IR spectroscopy. The obtained data correlate with the results of quantum chemical calculations.
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Voronkov, M.G., Zelchan, G.I., Mironov, V.F., Bleidelis, Ya.Ya., and Kemme, A.A., Khim. Geterotsikl. Soed., 1968, no. 2, p. 227.
Baukov, Yu.I. and Tandura, S.N., The Chemistry of Organic Germanium, Tin and Lead Compounds Rappoport, Z., Ed., New York: Wiley, 2002, vol. 2, part 16, p. 963.
Karlov, S.S. and Zaitseva, G.S., Chem. Heterocycl. Comp., 2001, no. 11, p. 1451.
Lukevic, E. and Ignatovich, L.M., Khim. Geterotsikl. Soed. 1992, no. 6, p. 725.
Lukevic, E. and Ignatovich, L., The Chemistry of Organic Germanium, Tin and Lead Compounds Rappoport, Z., Ed., New York: Wiley, 2002, vol. 2, part 2, p. 1653.
Voronkov, M.G., Ovchinnikova, Z.A., and Baryshok, V.P., Izv. Akad. Nauk SSSR, Ser. Khim., 1987, no. 4, p. 880.
Mironov, V.V., Gar, T.K., Khromova, N.Yu., and Frid, O.D., Zh. Obshch. Khim., 1986, vol. 56, no. 3, p. 633.
Voronkov, M.G., Ovchinnikova, Z.A., and Baryshok, V.P., Zh. Obshch. Khim., 1987, vol. 57, no. 11, p. 2643.
Hencsei, P. and Parkanyi, L., Rev. Si, Ge, and Pb Compd., 1985, vol. 8, p. 191.
Nasim, M., Livantsova, L.I., Zaitseva, G.S., and Lorberth, J., J. Organomet. Chem., 1991, vol. 403, p. 85.
Voronkov, M.G., Ovchinnikova, Z.A., and Baryshok, V.P., Metallorg. Khim. 1991, vol. 4, p. 1194.
Birgele, I.S., Kemme, A.A., Kupche, E.L., Liepinsh, E.E., Mazheika, I.B., and Shatts, V.D., Kremniiorganicheskie proizvodnye. aminospirtov (Organosilicon Derivatives of Aminoalcohols), Lukevits, E.Ya., Ed., Riga: Zinatne, 1987, p. 5.
Voronkov, M.G., Kochina, T.A., Vrazhnov, D.V., and Litvinov, M.Yu., Russ. J. Gen. Chem., 2008, vol. 78, no. 11, p. 1924.
Bellama, J.M., Nies, J.D., and Benzvi, N., Magn. Reson. Chem., 1986, vol. 30, no. 9, p. 521.
Voronkov, M.G., Tandura, S.N., Shterenberg, B.Z., Kuznetsov A.L., Mirskov, R.G., Zelchan, G.I., Khromova, N.Yu., Gar, T.K., Mironov, I.F., Pestunovich, V.A., Dokl. Akad. Nauk., 1979, vol. 248, p. 134.
Pestunovich, V.A., Voronkov, M.G., Lapsin, A.F., Zelchan, G.I., Lukevic, E.Ya., and Libert, L.I., Khimiya geterotsiklicheskikh soedinenii (Chemistry of Heterocyclic Compounds), Riga: Zinatne, 1970, p. 348.
Eujen, R., Petrauskas, E., Roth, A.,and Brauer, D.J., J. Organomet. Chem., 2000, vol. 613, no. 1, p. 86.
Gurkova, S.N., Gusev, A.N., Alekseev, N.V., Segelman, I.R., Gar, T.K., and Khromova, N.Yu., Zh. Strukt. Khim., 1983, vol. 24, no. 2, p. 83.
Voronkov, M.G., Mirskov, R.G., Kuznetsov, A.L., and Vitkovskii, V.Yu., Izv. Akad. Nauk SSSR, Ser. Khim., 1979, p. 1846.
Azizov, A.A., Zakharov, I.I., Ustynyuk, Yu.A., Shriro, V.S., Kolosova, N.D., Zemlyanskii, N.N., and Kocheshkov, K.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1976, p. 1430.
Zeldin, M. and Ochs, J., J. Organomet. Chem., 1975, vol. 86, p. 369.
Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Montgomery, J.A., Stratmann, R.E., Burant, J.C., Dapprich, S., Millam, J.M., Daniels, A.D., Kudin, K.N., Strain, M.C., Farkas O., Tomasi, J., Barone, V., Cossi, M., Cammi, R., Mennucci, B., Pomelli, C., Adamo, C., Clifford, S., Ochterski, J., Petersson, G.A., Ayala, P.Y., Cui, Q., Morokuma, K., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Cioslowski, J., Ortiz, J.V., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R.L., Fox, D.J., Keith T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Gonzalez, C., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Andres, J.L., Gonzalez, C., Head-Gordon, M., Replogle, E.C., and Pople, J.A. Gaussian 98. Revision, A.6, Gaussian, Inc., Pittsburgh PA, 1998.
Shishkov, I.F., Khristenko, L.V., Rudakov F.M., Vilkov, L.V., Karlov, S.S., Zaitseva, G.S., and Samdal, S., J. Mol. Struct., 2002, vol. 641, p., 199.
Shishkov, I.F., Khristenko, L.V., Rudakov F.M., Golubinskii, A.B., Vilkov, L.V., Karlov, S.S., Zaitseva, G.S., and Samdal, S., Struct. Chem., 2004, vol. 15, no. 1, p. 11.
Belyakov, S., Ignatovich, L., and Lukevics, E., J. Organomet. Chem., 1999, vol. 577, no. 2, p. 205.
Voronkov, M.G. and Egorochkin, A.N., The Chemistry of Organic Germanium, Tin and Lead Compounds Rappoport, Z., Ed., New York: Wiley, 2002, vol. 2, part 2, p. 131.
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Original Russian Text © M.G. Voronkov, T.A. Kochina, D.V. Vrazhnov, G.S. Samokhin, A.I. Albanov, T.N. Aksamentova, L.V. Klyba, N.N. Chipanina, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 12, pp. 1994–1998.
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Voronkov, M.G., Kochina, T.A., Vrazhnov, D.V. et al. New method of synthesis 1-halogermatranes, germatranyl esters of H-O acids, and their stereoelectronic structure. Russ J Gen Chem 78, 2339–2343 (2008). https://doi.org/10.1134/S1070363208120086
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DOI: https://doi.org/10.1134/S1070363208120086