Abstract
Effect of solvation on the frequency of stretching vibrations of O-H groups of aliphatic alcohols in complexes with acetonitrile, dimethyl sulfoxide, diethyl ether, pyridine, tetrahydrofuran, and triethylamine in various media was studied by IR spectroscopy. We found that the strength of hydrogen bonds in the studied complexes increased considerably at the interaction with chloroform as a solvent. The contribution of cooperative effect was estimated. The enthalpies of cooperative effect in the complexes consisting of three different molecules are estimated for the first time.
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References
Jeffrey, G.A., An Introduction to Hydrogen Bonding, Oxford: Oxford Univ. Press, 1997.
Williams, D.H., Stephens, E., O’Brien, D.P., and Zhou M., Angew. Chem., Int. Ed., 2004, vol. 43, no. 48, p. 6596.
Prins, L.J., Reinhoudt, D.N., and Timmerman, P., Angew. Chem., Int. Ed., 2001, vol. 40,no. 13, p. 2382.
Epstein, L.M. and Shubina, E.S., Coord. Chem. Rev., 2002, vol. 231, no. 1, p. 165.
Steiner, Th., Angew. Chem., Int. Ed., 2002, vol. 41, no. 1, p. 48.
Karpfen, A., Adv. Chem. Phys., 2002, vol. 123, p. 469.
Kaplan, I.G., Vvedenie v teoriyu mezhmolekulyarnykh vzaimodeistvii (Introduction to the Theory of Intermolecular Interactions), Moscow: Nauka, 1982.
Frank, H.S. and Wen, W.-Y., Discuss. Faraday Soc., 1957, vol. 24, no. 1, p. 133.
Huyskens, P.L., J. Ar. Chem. Soc., 1977, vol. 99, no. 8, p. 2578.
Kleeberg, H., Klein, D., and Luck, W.A.P., J. Phys. Chem., 1987, vol. 91, no. 12, R 3200.
Jeffrey, G.A., Food Chemistry, 1996, vol. 56, no. 3, p. 241.
Kovalenko, V.I., Chernova, A.V., Borisoglebskaya, E.I., Katsyuba, S.A., and Zverev V.V., Izv. Akad. Nauk, Ser. Khim., 2002, no. 5, p. 762.
Dannenberg, J.J., J. Mol. Struct., 2002, vol. 615, nos. 1–3, p. 219.
Kobko, N. and Dannenberg, J.J., J. Phys. Chem., A., 2003, vol. 107, no. 48, p. 10389.
Ludwig, R., J. Mol. Liq., 2000, vol. 84, no. 1, p. 65.
Ziolkowski, M., Grabowski, S.J., and Leszczynski, J., J. Phys. Chem., A, 2006, vol. 110, no. 20, p. 6514.
Mandado, M., Grana, A.M., and Mosquera, R.A., Chem. Phys. Lett., 2003, vol. 381, nos. 1–2, p. 22.
King, B.F. and Weinhold, F., J. Chem. Phys., 1995, vol. 103, no. 1, p. 333.
Kleeberg, H. and Luck, W.A.P., Z. Phys. Chem., 1989, vol. 270, no. 18, p. 613.
Yukhnevich, G.V., J. Mol. Liq., 1990, vol. 46, p. 211.
Maes, G. and Smets, J., J. Phys. Chem., 1993, vol. 97, no. 9, p. 1818.
Zeegers-Huyskens, T., J. Mol. Struct., 1994, vol. 322, p. 247.
Golubev, N.S., Denisov, G.S., Kuzina, L.A., and Smirnov, S.N., Zh. Obshch. Khim., 1994, vol. 64, no. 7, p. 1162.
Golubev, N.S. and Denisov, G.S., J. Mol. Struct., 1992, vol. 270, p. 263.
Luck, W. A. P., Klein, D., and Rangsriwatananon, K., J. Mol. Struct., 1997, vol. 416, nos. 1–3, p. 287.
Solomonov, B.N., Varfolomeev, M.A., Novikov, V.B., Klimovitskii, A.E., and Faizullin, D.A., Zh. Fiz. Khim., 2005, vol. 79, no. 7, p. 1181.
Solomonov B.N., Varfolomeev M.A., Novikov V.B., and Klimovitskii A.E., Spectrochim. Acta, A, 2006, vol. 64, no. 2, p. 405.
Solomonov, B.N., Varfolomeev, M.A., and Abaidullina, D.I., Vibr. Spectroscopy, 2007, vol. 43, no. 2, p. 380.
Varfolomeev, M.A., Abaidullina, D.I., Klimovitskii, A.E., and Solomonov, B.N., Zh. Obshch. Khim., 2007, vol. 77, no. 10, p. 1677.
Bellamy, L.J. and Pace, R.J., Spectrochim. Acta, 1966, vol. 22, no. 3, p. 525.
Perelygin, I.S., Opt. Spektr., 1962, vol. 13, no. 3, p. 353.
Solomonov, B.N., Novikov, V.B., Varfolomeev, M.A., and Mileshko, N.M., J. Phys. Org. Chem., 2005, vol. 18, no. 1, p. 49.
Abraham, M.H. and McGowan, J.C., Chromatographia, 1987, vol. 23, no. 4, p. 243.
Novikov, V.B., Abaidullina, D.I., Gainutdinova, N.Z., Varfolomeev, M.A., and Solomonov, B.N., Zh. Fiz. Khim., 2006, vol. 80, no. 11, p. 2011.
Badger, R.M. and Bauer, S.H., J. Chem. Phys., 1937, vol. 5, no. 5, p. 839.
Iogansen, A.V., Infrakrasnaya spektroskopiya i spektral’noe opredelenie energii vodorodnoi svyazi (Infrared Spectroscopy and Spectral Estimation of the Energy of Hydrogen Bond), Moscow: Nauka, 1981, p. 112.
Perrin, D.D., Armarego, L.F., and Perrin, D.R., Purification of Laboratory Chemicals, Oxford: Pergamon Press, 1980.
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Original Russian Text © M.A. Varfolomeev, D.I. Abaidullina, I.T. Rakipov, B.N. Solomonov, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 12, pp. 1937–1946.
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Varfolomeev, M.A., Abaidullina, D.I., Rakipov, I.T. et al. Cooperative effect of hydrogen bonds in the complexes of aliphatic alcohols with proton acceptors in chloroform. Russ J Gen Chem 78, 2283–2292 (2008). https://doi.org/10.1134/S1070363208120013
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DOI: https://doi.org/10.1134/S1070363208120013