Abstract
By means of nonempirical quantum-chemical approximations RHF//STO-3G, 3-21G, and 6-31G(d) conformational characteristics were studied of molecular associate of 2-methyl-1,3,2-dioxaborinane with water (1:1). A possibility of formation of two-types of complexes was demonstrated: with a donor-acceptor bond O→B and with an intermolecular hydrogen bond OH…O. The calculated parameters of their relative stability and conformational behavior depend both on the reciprocal orientation of the molecules under investigation and on the concepts of the approximation used for the calculation.
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Gren’, A.I. and Kuznetsov, V.V., Khimiya tsiklicheskikh efirov bornykh kislot (Chemistry of Cyclic Ethers of Boric Acids), Kiev: Naukova Dumka, 1988, 160 p.
Matteson, D.S. and Majumdar, D., Organometallics, 1983, vol. 2, p. 230.
Wuts, P.G.M. and Bigelow, S.S., Synt. Commun., 1982, vol. 12, p. 779.
Kuznetsov, V.V., Uspekhi organicheskogo kataliza i khimii geterotsiklov (Advances in Organic Catalysis and Chemistry of Heterocycles), Moscow: Khimiya, 2006, p. 336.
Matteson, D.S., Tetrahedron, 1989, vol. 45, p. 1859.
Matteson, D.S., Synthesis, 1986, p. 973.
Kobayashi, Y., Watatani, K., and Tokoro, J., Tetrahedron Lett., 1998, vol. 39, p. 7533.
Mears, R.J., De, Silva, H., and Whiting, A., Tetrahedron, 1997, vol. 53, p. 17395.
Kliegel, W., Die Pharmazie, 1972, vol. 27, p. 1.
Rossi, K. and Pihlaya, K., Acta Chem. Scand., 1985, vol. 39B, p. 671.
Kuznetsov, V.V., Zh. Obshch. Khim., 2000, vol. 70, p. 71.
Kuznetsov, V.V., Valiakhmetova, O.Yu., and Bochkor, S.A., Khim. Geterotsikl. Soedin., 2007, p. 1860.
Tsvetkov, V.G., Alyasov, V.N., Balakshina, N.V., Maslenikov, V.P., and Aleksandrov, Yu.A., Zh. Obshch. Khim., 1981, vol. 51, p. 269.
Carton, D., Pontier, A., Ponet, M., Soulie, J., and Cadiot, P., Tetrahedron Lett., 1975, p. 2333.
Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Zh. Org. Khim., 2008, vol. 44, p. 783.
Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Abstracts of Papers, VI Regional’naya shkolakonferentsiya dlya studentov, aspirantov i molodykh uchenykh po matematike fizike i khimii (4th Regional Conference for Students and Young Scientists on Mathematics, Physics, and Chemistry), vol. 3, Ufa: RIO Bash. Gos. Univ., 2006, p. 9.
Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Abstracts of Papers, XIII Vserossiiskaya konf. Struktura i dinamika molekulyarnykh sistem (13th All-Russian Conf. on Structure and Dynamics of Molecular Systems), Ufa, 2006, vol. 1, no. 13, p. 163.
Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Fundamental’nye issledovaniya (Fundamental Investigations), 2006, vol. 4, p. 81.
HyperChem, 7.01. Trial, version. www.hyper.com.
Romm, I.P., Noskov, Yu.G., and Mal’kov, A.A., Izv. Akad. Nauk, Ser. Khim., 2007, p. 1869.
Krasnov, K.S., Molekuly i khimicheskaya svyaz’ (Molecules and Chemical Bond), Moscow: Vysshaya Shkola, 1977, 266 p.
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Original Russian Text © O.Yu. Valiakhmetova, S.A. Bochkora, V.V. Kuznetsov, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 796–799.
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Valiakhmetova, O.Y., Bochkor, S.A. & Kuznetsov, V.V. Conformational analysis of 2-methyl-1,3,2-dioxaborinane in the presence of a water molecule. Russ J Org Chem 45, 783–787 (2009). https://doi.org/10.1134/S1070428009050236
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DOI: https://doi.org/10.1134/S1070428009050236