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http://dx.doi.org/10.5012/bkcs.2009.30.2.389

Non-Covalent Immobilization of Chiral (Salen) Complexes on HF-treated Mesoporous MFI-type Zeolite for Asymmetric Catalysis  

Lee, Kwang-Yeon (Department of Chemical Engineering, Inha University)
Lee, Choong-Young (Department of Chemical Environmental Technology, Inha Technical College)
Kim, Geon-Joong (Department of Chemical Engineering, Inha University)
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Abstract
MFI structural zeolite (ZSM-5 or Sililcalite) was treated with HF solution to introduce mesoporous channels in the microporous crystals. Inner mesopore size could be controlled from 2.5 to 3.5 nm by changing the concentration of HF solution. The pore structure of HF-treated MFI zeolite was studied by instrumental analysis. The active Co (III) salen complex monomers were successfully anchored non-covalently on the surfaces of mesoporous MFI-type zeolite. These heterogeneous catalysts could be applied in asymmetric ring opening of terminal epoxides by phenol derivatives. It showed very high enantioselectivity and yield up to 95% in the catalytic synthesis of optically active $\alpha$-aryloxy alcohol compounds.
Keywords
Mesoporous MFI; HF; Chiral (salen) complex; Non-covalent attachment; Asymmetric catalysis;
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1 Nielson, L. P. C.; Stevenson, C. P.; Backmond, D. G.; Jacobsen, E. N. J. Am. Chem. Soc. 2004, 126, 1360.   DOI   ScienceOn
2 Soai, K.; Watanabe, M.; Yamamoto, A. J. Org. Chem. 1990, 55, 4832.   DOI
3 Kim, S. W.; Bae, S. J.; Hyeon, T.; Kim, B. M. Mircro. Meso. Mater. 2001, 44, 523.   DOI   ScienceOn
4 Konsler, R. G.; Karl, J.; Jacobsen, E. N. J. Am. Chem. Soc. 1998, 120, 10780.   DOI   ScienceOn
5 Breinbauer, R.; Jacobsen, E. N. Angew. Chem. Int. Ed. 2000, 39, 3604.   DOI   ScienceOn
6 Kwon, M.; Kim, G.-J. Catalysis Today 2003, 87, 145.   DOI   ScienceOn
7 Annis, D. A.; Jacobson, E. N. J. Am. Chem. Soc. 1999, 121, 4147.   DOI   ScienceOn
8 Shin, J.-H.; Kim, G.-J. Tetrahedron Letters 1999, 40, 6827.   DOI   ScienceOn
9 Peukert, S.; Jacobsen, E. N. Org. Lett. 1999, 1, 1245.   DOI   ScienceOn
10 Groen, J. C.; Jansen, J. C.; Moulijn, J. A.; Perez-Ramirez, J. J. Phys. Chem. B 2004, 108, 13062.   DOI   ScienceOn
11 Cejka, J.; Mintova, S. J. Catal. Rev. 2008, 49, 457.
12 Mintova, S. J.; Cejka, J. Stud. Surf. Sci. Catal. 2007, 168, 301.   DOI
13 Lee, K. Y.; Kawthekar, R. B.; Kim, G.-J. J. Korean Ind. Eng. Chem. 2007, 18, 330.
14 Yoon, S. B.; Sohn, K.; Kim, J. Y.; Shin, C.-H.; Hyeon, T. Adv. Mater. 2002, 14, 19.   DOI   ScienceOn
15 Gan, J.; Wang, T.; Liu, Z.; Tan, W. Stud. Surf. Sci. Catal. 2007, 170B, 1567.
16 Ogunwumi, S. B.; Bein, T. Chem. Commun. 1997, 901.
17 Collman, J. P.; Wang, Z.; Straumanis, A.; Quelquejeu, M.; Rose, E. J. Am. Chem. Soc. 1999, 121, 460.   DOI   ScienceOn
18 Hanson, R. M. Chem. Rev. 1991, 91, 437.   DOI
19 Tokunaga, M.; Larrow, J. F.; Kakiuchi, F.; Jacobsen, E. N. Science 1997, 277, 936.   DOI   ScienceOn
20 Schuster, C.; Holderich, W. F. Catalysis Today 2000, 60, 193.   DOI   ScienceOn
21 Groen, J. C.; Bach, T.; Ziese, U.; Paulaime-van Donk, A. M.; De Jong, K. P.; Moulijn, J. A.; Perez-Ramirez, J. J. Am. Chem. Soc. 2007, 127, 10792.   DOI   ScienceOn
22 Groen, J. C.; Hamminga, G. M.; Moulijn, J. A.; Perez-Ramirez, J. Phys. Chem. Chem. Phys. 2007, 9, 4822.   DOI   ScienceOn