Abstract
Reaction of β-cyclodextrin with allyl bromide in dimethyl sulfoxide affords 2-О-allyl-β-cyclodextrin, while in dimethylformamide 6-О-allyl-β-cyclodextrin is formed. Optimal conditions of the reaction were found allowing to obtain the target products in quantitative yield.
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Levit, M.L., Nazarova, O.V., Moiseyuk, I.V., Dobrodumova, A.V., Didenko, E.V., and Panarin, E.F., Polymer Sci. (B), 2012, vol. 54, nos. 1–2, p. 41. doi 10.1134/S1560090412010046
Veqvari, A. and Hjerten, S., J. Chromatogr. (A), 2002, vol. 960, nos. 1–2, p. 221. doi 10.1016/S0021-9673(01) 01436-4
Kucerová, G., Kalíková, K., Procházková, H., Popr, M., Jindrich, J., Coufal, P., and Tesarová, E., Chromatographia, 2016, vol. 79, nos. 9–10, p. 529. doi 10.1007/s10337-016-3050-z
Ren, S., Chen, D., and Jiang, M., J. Polym. Sci. (A), 2009, vol. 47, no. 17, p. 4267. doi 10.1002/pola.23479
Liu, Y.-Y., Fan, X.-D., and Gao, L., Macromol. Biosci., 2003, vol. 3, no. 12, p. 715. doi 10.1002/mabi.200300052
Liu, X., Jiang, W., Gou, Sh., Ye, Zh., Feng, M., Lai, N., and Liang, L., Carbohydr. Polym., 2013, vol. 96, no. 1, p. 47. doi 10.1016/j.carbpol.2013.03.053
Harada, A., Furue, M., and Nozakura., Sh., Macromolecules, 1976, vol. 9, no. 5, p. 701. doi 10.1021/ma60053a003.
Janus, L., Carbonnier, B., Deratani, A., Bacquet, M., Crini, G., Laureyns, J., and Morcellet, M., New J. Chem., 2003, vol. 27, no. 2, p. 307. doi 10.1039/b206718h
Carbonnier, B., Janus, L., Deratani, A., and Morcellet, M., J. Appl. Polym. Sci., 2005, vol. 97, no. 6, p. 2364. doi 10.1002/app. 21829
Zawko, S.A., Truong, Q., ans Schmidt, C.E., J. Biomed. Mater. Res. (A), 2008, vol. 87, no. 4, p. 1044. doi 10.1002/jbm.a.31845
Liu, Y.-Y. and Fan, X.-D., Polymer, 2002, vol. 43, no. 18, p. 4997. doi 10.1016/S0032-3861(02)00350-6
Jiang, Y., Du, L., Lu, F., Yang, J., Bie, S., and Zhang, J., Polym. Bull., 2006, vol. 57, no. 4, p. 481. doi10.1007/s00289-006-0603-6
Duval, R. and Levegue, H., USA Patent 6528642B1, 1999; C. A., 1999, vol. 130, 211008z, p. 740.
Zou, C., Zhao, P., Ge, J., Lei, Y., and Luo, P., Carbohydr. Polym., 2012, vol. 87, no. 1, p. 607. doi 10.1016/j.carbpol.2011.08.031
Zou, C., Ge, J., Zhao, P., Cui, C., and Zhang, L., J. Macromol. Sci. (A), 2012, vol. 49, no. 2, p. 171. doi 10.1080/10601325.2012. 642227
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Original Russian Text © V.V. Novokshonov, Nguen Chyong Hoi, N.S. Shaglaeva, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 6, pp. 951–954.
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Novokshonov, V.V., Hoi, N.C. & Shaglaeva, N.S. Selective monoallylation of β-cyclodextrin. Russ J Gen Chem 87, 1172–1174 (2017). https://doi.org/10.1134/S1070363217060111
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DOI: https://doi.org/10.1134/S1070363217060111