Abstract
In this work, we report the synthesis of a novel, green and recoverable organic–inorganic magnetic nanocomposite by grafting β-cyclodextrin on the surface of a silica-coated magnetic nanoparticle, Fe3O4@SiO2/Pr-β-CD. FT-IR spectroscopy, transmission electron microscopy, CHN analysis, thermogravimetric analysis, vibrating sample magnetometer and X-ray diffraction analyses confirmed its structure. The magnetic core–shell structured modified silica microsphere has been successfully used as a chiral micro-vessel catalyst for the enantioselective reduction of ketones by NaBH4. The described catalyst was regenerated and reused without any significant changes in the yield and enantiomeric excess.
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Z. Tai, M.A. Isaacs, C.M.A. Parlett, A.F. Lee, K. Wilson, Catal. Commun. 92, 56 (2017)
P. Rezaee, J. Davarpanah, Res. Chem. Intermed. 42, 6815 (2016)
N. Sounderya, Y. Zhang, Recent Pat. Biomed. Eng. 1, 34 (2008)
S. Sadjadi, M. Malmir, M.M. Heravi, RSC Adv. 7, 36807 (2017)
S. Xu, H. Lu, L. Chen, X. Wang, RSC Adv. 4, 45266 (2014)
W. Lu, J. Li, Y. Sheng, X. Zhang, J. You, L. Chen, J. Colloid Interface Sci. 505, 1134 (2017)
S. Xu, H. Lu, X. Zheng, L. Chen, J. Mater. Chem. C 1, 4406 (2013)
H. Cao, J. He, L. Deng, X. Gao, Appl. Surf. Sci. 255, 7974 (2009)
Y. Wang, H. Chen, Y. Xiao, C.H. Ng, T.S. Oh, T.T.Y. Tan, Nat. Protoc. 6, 935 (2011)
F. Bellia, D.L. Mendola, C. Pedone, Chem. Soc. 38, 2756 (2009)
M. Wills, Angew. Chem. Int. Edit. 47, 4264 (2008)
E.B. Kurbanoglu, K. Zilbeyaz, N.I. Kurbanoglu, Tetrahedron 18, 2332 (2007)
F. Degerbeck, B. Fransson, L. Grehn, U.J. Ragnarsson, J. Chem. Soc. Perkin Trans. 1, 245 (1992)
E.J. Corey, S. Wei-guo, Tetrahedron Lett. 31, 3833 (1990)
J. Szetjli, Chem. Rev. 98, 1743 (1998)
E.D. Mark, E.B. Marcus, Nat. Rev. Drug. Discov. 3, 1023 (2004)
K.D. Kim, S.S. Kim, Y.H. Choa, H.T. Kim, J. Ind. Eng. Chem. 13, 1137 (2007)
H.Y. Deng, C.C. Wang, J.H. Hu, W.L. Yang, S.K. Fu, Colloids Surf. A 262, 87 (2005)
A.R. Kiasat, S. Nazari, J. Incl. Phenom. Macrocycl. Chem. 77, 429 (2013)
A.Z.M. Badruddoza, K. Hidajat, M.S. Uddin, J. Colloid Interface Sci. 346, 337 (2010)
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We are grateful to the Research Council of Shahid Chamran University for financial support.
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Jafari Nasab, M., Kiasat, A.R. Synthesis and characterization of novel silica coated magnetic nanoparticles with tags of β-cyclodextrin: application as an eco-friendly and chiral micro-vessel catalyst in the enantioselective reduction of ketones. Res Chem Intermed 44, 2719–2728 (2018). https://doi.org/10.1007/s11164-018-3256-9
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DOI: https://doi.org/10.1007/s11164-018-3256-9