Nanoscaled Copper Metal-Organic Framework (MOF) Based on Carboxylate Ligands as an Efficient Heterogeneous Catalyst for Aerobic Epoxidation of Olefins and Oxidation of Benzylic and Allylic Alcohols

被引:121
作者
Qi, Yue [1 ]
Luan, Yi [1 ]
Yu, Jie [1 ]
Peng, Xiong [1 ]
Wang, Ge [1 ]
机构
[1] Univ Sci & Technol Beijing, Sch Mat Sci & Engn, 30 Xueyuan Rd, Beijing 100083, Peoples R China
关键词
aerobic epoxidation; alcohol oxidation; carboxylate ligand; heterogeneous catalysis; metal-organic frameworks; HYDROGEN-PEROXIDE; STYRENE OXIDE; CU-BTC; ALKENES; COMPLEXES; HKUST-1; OXYGEN; IODOSYLBENZENE; PORPHYRINS;
D O I
10.1002/chem.201405685
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aerobic epoxidation of olefins at a mild reaction temperature has been carried out by using nanomorphology of [Cu-3(BTC)(2)] (BTC = 1,3,5-benzenetricarboxylate) as a high-performance catalyst through a simple synthetic strategy. An aromatic carboxylate ligand was employed to furnish a heterogeneous copper catalyst and also serves as the ligand for enhanced catalytic activities in the catalytic reaction. The utilization of a copper metal-organic framework catalyst was further extended to the aerobic oxidation of aromatic alcohols. The shape and size selectivity of the catalyst in olefin epoxidation and alcohol oxidation was investigated. Furthermore, the as-synthesized copper catalyst can be easily recovered and reused several times without leaching of active species or significant loss of activity.
引用
收藏
页码:1589 / 1597
页数:9
相关论文
共 53 条
[1]  
[Anonymous], 2009, ANGEW CHEM
[2]  
Backvall J.-E., 2010, MODERN OXIDATION MET
[3]   Convenient and Mild Epoxidation of Alkenes Using Heterogeneous Cobalt Oxide Catalysts** [J].
Banerjee, Debasis ;
Jagadeesh, Rajenahally V. ;
Junge, Kathrin ;
Pohl, Marga-Martina ;
Radnik, Joerg ;
Brueckner, Angelika ;
Beller, Matthias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (17) :4359-4363
[4]   Aerobic Epoxidation of Olefins Catalyzed by the Cobalt-Based Metal-Organic Framework STA-12(Co) [J].
Beier, Matthias J. ;
Kleist, Wolfgang ;
Wharmby, Michael T. ;
Kissner, Reinhard ;
Kimmerle, Bertram ;
Wright, Paul A. ;
Grunwaldt, Jan-Dierk ;
Baiker, Alfons .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (03) :887-898
[5]   A new heterogeneous catalyst for epoxidation of alkenes via one-step post-functionalization of IRMOF-3 with a manganese(II) acetylacetonate complex [J].
Bhattacharjee, Samiran ;
Yang, Da-Ae ;
Ahn, Wha-Seung .
CHEMICAL COMMUNICATIONS, 2011, 47 (12) :3637-3639
[6]   Synthesis and Structure Characterization of Copper Terephthalate Metal-Organic Frameworks [J].
Carson, Cantwell G. ;
Hardcastle, Kenneth ;
Schwartz, Justin ;
Liu, Xiaotao ;
Hoffmann, Christina ;
Gerhardt, Rosario A. ;
Tannenbaum, Rina .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (16) :2338-2343
[7]   Enhanced selectivity in green catalytic epoxidation using a supported cobalt complex [J].
Chakrabarty, Rajesh ;
Das, Birinchi K. ;
Clark, James H. .
GREEN CHEMISTRY, 2007, 9 (08) :845-848
[8]   CuO nanoclusters coated with mesoporous SiO2 as highly active and stable catalysts for olefin epoxidation [J].
Chen, Chaoqiu ;
Qu, Jin ;
Cao, Changyan ;
Niu, Fang ;
Song, Weiguo .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (15) :5774-5779
[9]   Silica-Immobilized Chiral Dirhodium(II) Catalyst for Enantioselective Carbenoid Reactions [J].
Chepiga, Kathryn M. ;
Feng, Yan ;
Brunelli, Nicholas A. ;
Jones, Christopher W. ;
Davies, Huw M. L. .
ORGANIC LETTERS, 2013, 15 (24) :6136-6139
[10]   Epoxidation of styrene by TBHP to styrene oxide using barium oxide as a highly active/selective and reusable solid catalyst [J].
Choudhary, Vasant R. ;
Jha, Rani ;
Jana, Prabhas .
GREEN CHEMISTRY, 2006, 8 (08) :689-690