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Conformational analysis of secondary arylalkylphosphine selenides

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Abstract

Conformational analysis of bis(2-phenylalkyl)phosphine selenides was performed by the dipole moment method and quantum-chemical calculations. Bis(2-phenylpropyl)phosphine selenide was found to exist as a mixture of several conformers, the most energetically favorable of which being characterized by gauche (non-eclipsed) orientation of the P=Se and \(C_{sp^3 } - C_{sp^3 } \) bonds.

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References

  1. Sukhov, B.G., Gusarova, N.K., Ivanova, N.I., Bogdanova, M.V., Kazheva, O.N., Aleksandrov, G.G., D’yachenko, O.A., Sinegovskaya, L.M., Malysheva, S.F., and Trofimov, B.A., Zh. Strukt. Khim., 2005, vol. 46, p. 1103.

    Google Scholar 

  2. Malysheva, S.F., Artem’ev, A.V., Gusarova, N.K., Timokhin, B.V., Tatarinova, A.A., and Trofimov, B.N., Russ. J. Gen. Chem., 2009, vol. 79, p. 1617.

    Article  CAS  Google Scholar 

  3. Vereshchagina, Ya.A., Klimovitskii, A.E., Ishmaeva, E.A., Alimova, A.Z., and Malysheva, S.F., Russ. J. Org. Chem., 2012, vol. 48, p. 1003.

    Article  CAS  Google Scholar 

  4. 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, R., Hasegawa, 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., Rendell, 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., Farkas, O., Foresman, J.B., Ortiz, J.V., Cioslowski, J., and Fox, D.J., Gaussian 09, Revision A.1, Wallingford CT: Gaussian, 2009.

  5. Ishmaeva, E.A., Timosheva, A.P., Timosheva, N.V., and Vereshchagina, Ya.A., Spravochnik po dipol’nym momentam fosfororganicheskikh soedinenii (Dipole Moments of Organophosphorus Compounds. Reference Book). Kazan: Kazan. Gos. Univ., 1998.

    Google Scholar 

  6. Osipov, O.A., Minkin, V.I., and Garnovskii, A.D., Spravochnik po dipol’nym momentam (Dipole Moment Handbook), Moscow: Vysshaya Shkola, 1971.

    Google Scholar 

  7. Carlson, R.R. and Meek, D.W., Inorg. Chem., 1971, vol. 13, p. 1741.

    Article  Google Scholar 

  8. Shagidullin, R.R., Vandyukova, I.I., Nuretdinov, I.A., and Davletshina, Kh.Kh., Dokl. Akad. Nauk SSSR, 1975, vol. 225, p. 886.

    CAS  Google Scholar 

  9. Shagidullin, R.R., Vandyukova, I.I., and Nuretdinov, I.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1978, p. 1406.

  10. Vereshchagina, Ya.A., Ishmaeva, E.A., and Zverev, V.V., Usp. Khim., 2005, vol. 74, p. 323.

    Article  Google Scholar 

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Correspondence to Ya. A. Vereshchagina.

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Original Russian Text © Ya.A. Vereshchagina, D.V. Chachkov, A.Z. Alimova, E.A. Ishmaeva, S.F. Malysheva, 2012, published in Zhurnal Organicheskoi Khimii, 2012, Vol. 48, No. 10, pp. 1324–1326.

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Vereshchagina, Y.A., Chachkov, D.V., Alimova, A.Z. et al. Conformational analysis of secondary arylalkylphosphine selenides. Russ J Org Chem 48, 1320–1322 (2012). https://doi.org/10.1134/S1070428012100090

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  • DOI: https://doi.org/10.1134/S1070428012100090

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