Chiral Mn(III) salen complex immobilized on imidazole-modified mesoporous material via co-condensation method as an effective catalyst for olefin epoxidation

被引:9
作者
Lou LanLan [1 ]
Yu Yi [1 ]
Yu Kai [2 ]
Jiang Shu [1 ]
Dong YanLing [1 ]
Liu ShuangXi [1 ]
机构
[1] Nankai Univ, Coll Chem, Inst New Catalyt Mat Sci, Tianjin 300071, Peoples R China
[2] Nankai Univ, Coll Environm Sci & Engn, Tianjin 300071, Peoples R China
来源
SCIENCE IN CHINA SERIES B-CHEMISTRY | 2009年 / 52卷 / 09期
基金
中国国家自然科学基金;
关键词
imidazole-functionalized mesoporous material; chiral Mn(III) salen complex; co-condensation; asymmetric epoxidation; unfunctionalized olefins; ASYMMETRIC EPOXIDATION; ENANTIOSELECTIVE EPOXIDATION; MCM-41; SILICA; NANOPORES;
D O I
10.1007/s11426-009-0209-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An imidazole modified mesoporous material has been prepared through a co-condensation procedure and adopted to covalently anchor chiral Mn(III) salen complex. The active centers in the as-synthesized catalyst were presented in the form of ionic species. The results of XRD, FTIR, DRUV-Vis, and N-2 sorption confirmed the successful immobilization of chiral Mn(III) salen complex inside the channels of the modified support and the maintenance of the mesoporous structure of parent support in the immobilized catalyst. This heterogeneous catalyst exhibited comparable catalytic activity and enantioselectivity to those of the homogeneous counterpart in the asymmetric epoxidation of unfunctionalized olefins. Furthermore, notably high turnover frequencies have been obtained over this heterogeneous catalyst for the relatively short reaction time and low catalyst amount, due in part to the ionic property as well as the uniform distribution of the active centers.
引用
收藏
页码:1417 / 1422
页数:6
相关论文
共 29 条
[1]   Chiral salen complexes: An overview to recoverable and reusable homogeneous and heterogeneous catalysts [J].
Baleizao, Carlos ;
Garcia, Hermenegildo .
CHEMICAL REVIEWS, 2006, 106 (09) :3987-4043
[2]   Heterogeneous enantioselective epoxidation of olefins catalysed by unsymmetrical (salen) Mn(III) complexes supported on amorphous or MCM-41 silica through a new triazine-based linker [J].
Bigi, F ;
Moroni, L ;
Maggi, R ;
Sartori, G .
CHEMICAL COMMUNICATIONS, 2002, (07) :716-717
[3]   Recoverable catalysts for asymmetric organic synthesis [J].
Fan, QH ;
Li, YM ;
Chan, ASC .
CHEMICAL REVIEWS, 2002, 102 (10) :3385-3465
[4]   Silica-based mesoporous organic-inorganic hybrid materials [J].
Hoffmann, Frank ;
Cornelius, Maximilian ;
Morell, Jurgen ;
Froeba, Michael .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (20) :3216-3251
[5]   The catalytic activity of new chiral salen complexes immobilized on MCM-41 by multi-step grafting in the asymmetric epoxidation [J].
Kim, GJ ;
Shin, JH .
TETRAHEDRON LETTERS, 1999, 40 (37) :6827-6830
[6]   Immobilization of new Mn(salen) complex over MCM-41 and its activity in asymmetric epoxidation of styrene [J].
Kim, GJ ;
Kim, SH .
CATALYSIS LETTERS, 1999, 57 (03) :139-143
[7]   New immobilized chiral Mn(III) salen complexes on pyridine N-oxide-modified MCM-41 as effective catalysts for epoxidation of nonfunctionalized alkenes [J].
Kureshy, RI ;
Ahmad, I ;
Khan, NUH ;
Abdi, SHR ;
Singh, S ;
Pandia, PH ;
Jasra, RV .
JOURNAL OF CATALYSIS, 2005, 235 (01) :28-34
[8]   Cellulose aluminium oxide coated with organofunctional groups containing nitrogen donor atoms [J].
Lazarin, AM ;
Gushikem, Y ;
de Castro, SC .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (11) :2526-2531
[9]   Preparation of polymer-supported ligands and metal complexes for use in catalysis [J].
Leadbeater, NE ;
Marco, M .
CHEMICAL REVIEWS, 2002, 102 (10) :3217-3273
[10]   Chiral synthesis on catalysts immobilized in microporous and mesoporous materials [J].
Li, C .
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2004, 46 (3-4) :419-492