Abstract
The thermodynamic characteristics for complex formation of molecules of the cage structure with β-cyclodextrin (β-CD) were determined using gas liquid chromatographic columns with glycerol and glycerol + β-CD as with stationary liquid phases assuming equilibrium conditions at infinitely low sorbate concentrations in the gas phase. The influence of the nature and number of substituents in the adamantane fragment on the stability of the formed complexes was shown. Unlike adamantanes, the series of n-decane derivatives shows a decrease in chromatographic retention after addition of β-CD to glycerol indicating the absence of strong interactions of the linear sorbates with β-CD molecules. The parameters were determined for the regression equations relating the values of specific retention volumes to molecular parameters of sorbates such as polarizability, molar volume, liphophilicity, and others. The parameters of the derived equations were used for the determination of the relative contribution of various molecular descriptors to chromatographic retention of the adamantane derivatives on the sorbents studied.
Similar content being viewed by others
References
T. Cserhati, K. Valko, Chromatographic Determination of Molecular Interactions: Applications in Biochemistry, Chemistry and Biophysics, CRC Press, London, 1994, 341 pp.
L. A. Kartsova, O. V. Markova, Molekulyarnoe raspoznavanie v khromatografii: Ispol’zovanie makrotsiklov v sostave khromatograficheskikh faz [Molecular Recognition in Chromatography: The Use of Macrocycles in Chromatographic Phases], SPbGU, St. Petersburg, 2004, 142 pp. (in Russian).
O. A. Shpigun, I. A. Anan’eva, N. Yu. Budanova, E. N. Shapovalova, Russ. Chem. Rev., 2003, 72, 1035.
D. Sybilska, M. Asztemborska, A. Bielejewska, J. Kowalczyk, H. Dodziuk, K. Duszczyk, H. Lamparczyk, P. Zarzycki, Chromatographia, 1993, 35, 637.
L. A. Kartsova, A. A. Makarov, A. M. Popova, J. Anal. Chem. (Engl. Transl.), 2007, 62, 245 [Zh. Anal. Khim., 2007, 62, 270].
L. A. Onuchak, V. I. Platonov, Yu. G. Kuraeva, Russ. J. Phys. Chem. (Engl. Transl.), 2013, 87, 861 [Zh. Fiz. Khim., 2013, 87, 879].
S. N. Yashkin, Yu. A. Ageeva, Russ. J. Phys. Chem. (Engl. Transl.), 2013, 87, 1921 [Zh. Fiz. Khim., 2013, 87, 1953].
S. N. Yashkin, Author’s Abstract, Doct. (Chem.) Thesis, SGU, Saratov, 2014, 49 pp. (in Russian).
E. Smolkova-Keulemansova, J. Chromatogr. A, 1982, 251, 17.
E. V. Kalashnikova, K. D. Shcherbakova, E. SmolkovaKeulemansova, L. Feltl, Chromatographia, 1992, 33, 10.
M. V. Rekharsky, Y. Inoue, Chem. Rev., 1998, 98, 1875.
B. V. Stolyarov, I. M. Savinov, A. G. Vitenberg, L. A. Kartsova, I. G. Zenkovich, V. I. Kalmanovskii, Yu. A. Kalambet, Prakticheskaya gazovaya i zhidkostnaya khromatografiya [Practical Gas and Liquid Chromatography], ISPbGU, St. Petersburg, 2006, 616 pp. (in Russian).
E. sz. Kovats, G. Foti, A. Dallos, J. Chromatogr. A, 2004, 1046, 185.
S. N. Yashkin, Russ. Chem. Bull. (Int. Ed.), 2010, 59, 2026 [Izv. Akad. Nauk, Ser. Khim., 2010, 1974].
M. Asztemborska, R. Nowakowski, D. Sybilska, J. Chromatogr. A, 2000, 902, 381.
M. Skorka, M. Asztemborska, J. Zukowski, J. Chromatogr. A, 2005, 1078, 136.
J. Carrazana, A. Jover, F. Meijide, V. H. Soto, J. Vázquez Tato, J. Phys. Chem. B, 2005, 109, 9719.
J. W. Steed, J. L. Atwood, Supramole-ular Chemistry, John Wiley and Sons, Ltd, New York, 2000.
S. N. Yashkin, A. V. Bazilin, E. A. Yashkina, Prot. Met. Phys. Chem. Surf. (Engl. Transl.), 2016, 52, No. 2 [Fizikokhim. Poverkhn. Zashch. Mater., 2016, 52, No. 2].
V. M. Nabivach, V. P. Dmitrikov, Russ. Chem. Rev., 1993, 62, 23.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0103—0109, January, 2016.
Rights and permissions
About this article
Cite this article
Bazilin, A.V., Yashkina, E.A. & Yashkin, S.N. Chromatographic study of complex formation of adamantane derivatives with β-cyclodextrin. Russ Chem Bull 65, 103–109 (2016). https://doi.org/10.1007/s11172-016-1271-9
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-016-1271-9