Ordered Mesoporous Carbons with Ia3d Symmetry Supported Pt Catalyst for Efficient Asymmetric Hydrogenation

被引:17
作者
Li, Bo [1 ]
Li, Xiaohong [1 ]
Ding, Yue [1 ]
Wu, Peng [1 ]
机构
[1] E China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Dept Chem, Shanghai 200062, Peoples R China
基金
中国国家自然科学基金;
关键词
Asymmetric hydrogenation; Supported Pt catalyst; Ordered mesoporous carbons; Ethyl pyruvate; Ethyl; 2-oxo-4-phenylbutyrate; ENANTIOSELECTIVE HYDROGENATION; NANOPOROUS CARBON; PRECURSORS; TEMPLATES; SBA-15;
D O I
10.1007/s10562-012-0843-z
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Pt nanoparticles supported on CMK-8 ordered mesoporous carbons (OMCs) with Ia3d symmetry after chirally modified with cinchonidine (CD) proved to be highly efficient for asymmetric hydrogenation of alpha-ketoesters. Up to 34,819 h(-1) TOF with 75 % ee was furnished for the enantioselective hydrogenation of ethyl 2-oxo-4-phenylbutyrate with CD-modified Pt/CMK-8 catalyst. To the best of our knowledge, these results obtained with chirally modified Pt/CMK-8 catalyst are the best ones among those with Pt catalysts supported on carbon materials. It is suggested that both the physical structure features of CMK-8 OMCs and the chemical nature of Pt catalyst are beneficial for the asymmetric hydrogenation.
引用
收藏
页码:1033 / 1039
页数:7
相关论文
共 21 条
[1]   Recovery of platinum from spent catalyst [J].
Barakat, MA ;
Mahmoud, MHH .
HYDROMETALLURGY, 2004, 72 (3-4) :179-184
[2]   Enhancement of the Performance of a Platinum Nanocatalyst Confined within Carbon Nanotubes for Asymmetric Hydrogenation [J].
Chen, Zhijian ;
Guan, Zaihong ;
Li, Mingrun ;
Yang, Qihua ;
Li, Can .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (21) :4913-4917
[3]   Adsorption and structural properties of ordered mesoporous carbons synthesized by using various carbon precursors and ordered siliceous P6mm and Ia(3)over-bard mesostructures as templates [J].
Gierszal, KP ;
Kim, TW ;
Ryoo, R ;
Jaroniec, M .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (49) :23263-23268
[4]   Ultrahigh stable carbon riveted Pt/TiO2-C catalyst prepared by in situ carbonized glucose for proton exchange membrane fuel cell [J].
Jiang, Zheng-Zhi ;
Wang, Zhen-Bo ;
Chu, Yuan-Yuan ;
Gu, Da-Ming ;
Yin, Ge-Ping .
ENERGY & ENVIRONMENTAL SCIENCE, 2011, 4 (03) :728-735
[5]   Synthesis of new, nanoporous carbon with hexagonally ordered mesostructure [J].
Jun, S ;
Joo, SH ;
Ryoo, R ;
Kruk, M ;
Jaroniec, M ;
Liu, Z ;
Ohsuna, T ;
Terasaki, O .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (43) :10712-10713
[6]   MCM-48-like large mesoporous silicas with tailored pore structure: Facile synthesis domain in a ternary triblock copolymer-butanol-water system [J].
Kim, TW ;
Kleitz, F ;
Paul, B ;
Ryoo, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (20) :7601-7610
[7]   Synthesis of new nanoporous carbon materials using nanostructured silica materials as templates [J].
Lee, J ;
Han, S ;
Hyeon, T .
JOURNAL OF MATERIALS CHEMISTRY, 2004, 14 (04) :478-486
[8]   Pt nanoparticles entrapped in ordered mesoporous carbon for enantioselective hydrogenation [J].
Li, Bo ;
Li, Xiaohong ;
Wang, Hongna ;
Wu, Peng .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2011, 345 (1-2) :81-89
[9]   Some insights into the preparation of Pt/γ-Al2O3 catalysts for the enantioselective hydrogenation of α-ketoesters [J].
Li, XH ;
You, X ;
Ying, PL ;
Xiao, JL ;
Li, C .
TOPICS IN CATALYSIS, 2003, 25 (1-4) :63-70
[10]   Effective and reusable Pt catalysts supported on periodic mesoporous resols for chiral hydrogenation [J].
Li, Xiaohong ;
Shen, Yali ;
Xing, Rong ;
Liu, Yueming ;
Wu, Haihong ;
He, Mingyuan ;
Wu, Peng .
CATALYSIS LETTERS, 2008, 122 (3-4) :325-329