It was shown that the efficiency of chromatographic separation of the racemates of 2-butanol, 2-hexanol, 3-hexanol, and 1-phenylethanol on columns with coordination compounds [Zn2(bdc)(S-Lact)(DMF)]n (bdc2– = 1,4-benzenedicarboxylate, S-Lact– = (S)-lactate) and Na7{(VO)7Na7(H2O)7(β-CD)2} (β-CD = β-cyclodextrin) does not depend on the size of the alcohol molecule. It was found that in the case of the 1-phenylethanol racemate separation with [Zn2(bdc)(S-Lact)(DMF)]n the enantiomeric excess of the alcohol varies inversely with the viscosity of the solvent.
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References
G.-Q. Lin, Q.-D. You, J.-F. Cheng (eds.), Chiral Drugs: Chemistry and Biological Action, Wiley and Sons, Hoboken, NJ (2011).
M. Mashkovskii, Drugs [in Russian], Novaya Volna, Moscow (2014).
D. N. Dybtsev, M. P. Yutkin, D. G. Samsonenko, et al., Chem. Eur. J., 16, 10348-10356 (2010).
O. A. Shpigun, I. A. Anan’eva, N. Yu. Budanova, and E. N. Shapovalova, Usp. Khim., 72, 1167-1189 (2003).
K. Tanaka, N. Hotta, S. Nagase, and K. Yoza, New J. Chem., 40, 4891-4894 (2016).
M. Padmanaban, P. Müller, C. Lieder, et al., Chem. Commun., 47, 12089-12091 (2011).
S.-M. Xie, Z.-J. Zhang, Z.-Y. Wang, and L.-M. Yuan, J. Am. Chem. Soc., 133, 11892-11895 (2011).
G. Li, W. Yu, J. Ni, et al., Angew. Chem. Int. Ed., 47, 1245-1249 (2008).
R.-G. Xiong, X.-Z. You, B. F. Abrahams, et al., Angew. Chem. Int. Ed., 40, 4422-4425 (2001).
P. Li, Y. He, J. Guang, et al., J. Am. Chem. Soc., 136, 547-549 (2014).
C. Han, J. Luo, J. Xu, et al., J. Chromatogr. A, 1375, 82-91 (2015).
B. Van de Voorde, B. Bueken, J. Denayer, and D. De Vos, Chem. Soc. Rev., 43, 5766-5788 (2014).
P. Peluso, V. Mamane, and S. Cossu, J. Chromatogr. A, 1363, 11-26 (2014).
M. P. Yutkin, D. N. Dybtsev, and V. P. Fedin, Usp. Khim., 80, 1061-1086 (2001).
Yu. A. Satskaya, N. P. Komarova, K. S. Gavrilenko, et al., Teor. Éksp. Khim., 51, No. 1, 41-48 (2015). [Theor. Exp. Chem., 51, No. 1, 45-53 (2015) (English translation).]
N. Hoshino, M. Nakano, H. Nojiri, et al., J. Am. Chem. Soc., 131, 15100-15101 (2009).
C. F. Macrae, P. R. Edgington, P. McCabe, et al., J. Appl. Crystallogr., 39, 453-457 (2006).
D. N. Dybtsev, A. L. Nuzhdin, H. Chun, et al., Angew. Chem. Int. Ed., 45, 916-920 (2006).
S. Gocan, G. Cimpan, and J. Comer, Advances in Chromatography, E. Grushka, N. Grinberg (eds.), CRC Press, BocaRaton, FL USA (2005).
Y. Peng, T. Gong, K. Zhang, et al., Nature Commun., 5, 4406 (2014).
Cyclobond Handbook, Advanced Separation Technologies Inc., USA (1992).
K. Huang, X. Dong, R. Ren, and W. Jin, AIChE Journal, 59, 4364-4372 (2013).
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Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 53, No. 3, pp. 192-197, May-June, 2017.
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Satska, Y.A., Komarova, N.P., Gavrilenko, K.S. et al. Chromatographic Separation of Racemates of Alcohols Using Porous Coordination Compounds of Zinc and Vanadium(IV) with Lactate and β-Cyclodextrin. Theor Exp Chem 53, 204–209 (2017). https://doi.org/10.1007/s11237-017-9517-7
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DOI: https://doi.org/10.1007/s11237-017-9517-7