Preparation of MCM-41-supported chiral Salen Mn (III) catalysts and their catalytic properties in the asymmetric epoxidation of olefins

Chinese Science Bulletin

Volumn 52, Issue 17, 2007, Pages 2337-2344

  Zhao, Dongmin ^a   Zhao, Jiquan ^a   Zhao, Shanshan ^a   He, Leqin ^a   Wang, Weiyu ^a  

^a HEBEI UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

methylstyrene; 1,2 dihydronaphthalene; Asymmetric epoxidation; Heterogenization; MCM 41; Salen Mn (III)

Indexed keywords

EID: 34548261733     PISSN: 10016538     EISSN: 18619541     Source Type: Journal    
DOI: 10.1007/s11434-007-0333-7     Document Type: Article

References (20)

1. Katsuki T. Chiral metallosalen complexe: structures and catalyst tuning for asymmetric epoxidation and cyclopropopanation. Adv Synth Catal, 2002, 344(2): 131-147
2. McGarrigle E M, Gilheany D G. Chromium-and manganese-salen promoted epoxidation of alkenes. Chem Rev, 2005, 105(5): 1563-1602
3. Jacobsen E N, Zhang W, Muci A R, et al. Highly enantioselective epoxidation catalysts derived from 1,2-diaminnocyclohexane. J Am Chem Soc, 1991, 113: 7063-7064
4. IV species in Mn (salen) catalyzed enantioselective aerobic epoxidation of alkenes: an EPR study. J Mol Catal A: Chem, 2002, 178: 47-53
5. Canali L, Sherrington D C, Deleuze H. Synthesis of resins with pendently-bound chiral manganese-salen complexes and used as heterogeneous asymmetric alkene epoxidation catalysts. React Funct Polym, 1999, 40: 155-168
6. Song C E, Roh E J, Yu B M, et al. Heterogeneous asymmetric epoxidation of alkenes catalysed by a polymer-bound (pyrrolidine salen) manganese (III) complex. Chem Commun, 2000, (7): 615-616
7. Sabater M J, Corma A, Domenech A, et al. Chiral salen manganese complex encapsulated within zeolite Y: a heterogeneous enantiose-lective catalyst for the epoxidation of alkenes. Chem Commun, 1997, (14): 1285-1286
8. Xiang S, Zhang Y L, Xin Qin, et al. Enantioselective epoxidation of olefins catalyzed by Mn (salen)/MCM-41 synthesized with a new anchoring method. Chem Commum, 2002, 2696-2697
9. Zhang H D, Li C. Asymmetric epoxidation of 6-cyano-2,2-dimethylchromene on Mn (salen) catalyst immobilized in mesoporous materials. Tetrahedron, 2006, 62: 6640-6649
10. Beck J S, Vartuli J C, Roth W J, et al. A new family of mesoporous molecular sieves prepared with liquid crystal templates. J Am Chem Soc, 1992, 114(27): 10834-10842
11. Kresge C T, Leonowicz M E, Roth W J, et al. Ordered mesoporous molecular sieves synthesized by a liquid-crystal template mechanism. Nature, 1992, 359(6397): 71-711
12. 29Si MAS NMR spectra of modified MCM-41 molecular sieves. Chin Sci Bull, 1997, 42(9): 938-940
13. Grün M, Unger K K, Matsumoto A, et al. Novel pathways for the preparation of mesoporous MCM-41 material: control of porosity and morphology. Micropor Mesopor Mater, 1999, 27: 207-216
14. Zhang Y R, Zhao J Q, He L Q, et al. Synthesis and characterization of complexes of Mn(III), Fe(III), Ni(II) and Cu(II) with a new schiff base ligand. Chinese J Inorg Chem (in Chinese), 2005, 21(12): 1871-1874
15. Park M, Komarneni S. Stepwise functionalization of mesoporous crystalline silica materials. Micropor Mesppor Mater, 1998, 25: 75-80
16. Kureshy R I, Ahmad I, Khan N H, et al. New immobilized chiral Mn (III) salen complexes on pyridine N-oxide-modified MCM-41 as effective catalysts for epoxidation of nonfunctionalized alkenes. J Catal, 2005, 235: 28-34
17. Zsigmond Á, Horváth A, Notheisz F. Effect of substituents on the Mn (III) salen catalyzed oxidation of styrene. J Mol Catal A: Chem, 2001, 171(1): 95-102
18. Varkey S P, Ratnasamy C, Ratnasamy P. Zeolite-encapsulated manganese (III) complex into mesoporous silicates. J Mol Catal A: Chem, 1998, 135(3): 295-306
19. Palucki M, McCormick G J, Jacobsen E N. Low temperature asymmetric epoxidation of unfunctionalized olefins catalyzed by (Salen) Mn (III) complexes. Tetrahedron Lett, 1995, 36(31): 5454-5460
20. III complexes. The modulation of catalytic activity by substituents. J Am Chem Soc, 1986, 108(8): 2309-2320