N-Heterocyclic Carbene-based Microporous Organic Polymer Supported Palladium Catalyst for Carbon-Carbon Coupling Reaction

被引:33
作者
Wang, Chang-An [1 ]
Li, Yan-Wei [1 ]
Hou, Xian-Ming [1 ]
Han, Yin-Feng [1 ]
Nie, Kun [1 ]
Zhang, Jian-Ping [1 ]
机构
[1] Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
microporous organic polymers; N-heterocyclic carbine; suzuki-miyaura coupling reaction; heck coupling reaction; supported catalysts; HETEROGENEOUS CATALYSIS; HYDROGEN STORAGE; POROUS POLYMER; SURFACE-AREA; CONJUGATED POLYMER; NETWORKS; NANOPARTICLES; FRAMEWORK; LIGANDS;
D O I
10.1002/slct.201600174
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Highly dispersed Pd(0) nanoparticles were successfully immobilized into stable N-heterocyclic carbene-based microporous organic polymer (NHC-MOP) via a simple post-treatment. The microporous structure of the NHC-MOP polymer can efficiently prevent the aggregation of Pd nanoparticles and the NHC-MOP network embedding with N-heterocyclic carbene ligand can efficiently disperse Pd particles, which promoting the catalytic activity of the polymers. As-synthesized Pd@NHC-MOP catalyst shows excellent catalytic activity in catalyzing the Suzuki-Miyaura and Heck cross-coupling reactions. The superior utility of Pd@NHC-MOP in catalysis was elucidated by the broad scope of the reactants and the high yields of the reaction products, together with the high recyclability of the catalyst. The Pd@NHC-MOP catalyst can be reused at least eleven times for Suzuki-Miyaura coupling reaction or nine times for Heck coupling reaction without any significant loss of the catalytic activity.
引用
收藏
页码:1371 / 1376
页数:6
相关论文
共 62 条
[1]  
[Anonymous], ANGEW CHEM
[2]  
[Anonymous], 2010, ANGEW CHEM-GER EDIT
[3]   Targeted Synthesis of a Porous Aromatic Framework with High Stability and Exceptionally High Surface Area [J].
Ben, Teng ;
Ren, Hao ;
Ma, Shengqian ;
Cao, Dapeng ;
Lan, Jianhui ;
Jing, Xiaofei ;
Wang, Wenchuan ;
Xu, Jun ;
Deng, Feng ;
Simmons, Jason M. ;
Qiu, Shilun ;
Zhu, Guangshan .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (50) :9457-9460
[4]   Nitrogen-rich porous covalent imine network (CIN) material as an efficient catalytic support for C-C coupling reactions [J].
Bhunia, Manas K. ;
Das, Swapan K. ;
Pachfule, Pradip ;
Banerjee, Rahul ;
Bhaumik, Asim .
DALTON TRANSACTIONS, 2012, 41 (04) :1304-1311
[5]   Chiral N-heterocyclic carbenes as stereodirecting ligands in asymmetric catalysis [J].
César, V ;
Bellemin-Laponnaz, S ;
Gade, LH .
CHEMICAL SOCIETY REVIEWS, 2004, 33 (09) :619-636
[6]   Covalent Triazine Framework as Catalytic Support for Liquid Phase Reaction [J].
Chan-Thaw, Carine E. ;
Villa, Alberto ;
Katekomol, Phisan ;
Su, Dangsheng ;
Thomas, Arne ;
Prati, Laura .
NANO LETTERS, 2010, 10 (02) :537-541
[7]   CMPs as Scaffolds for Constructing Porous Catalytic Frameworks: A Built-in Heterogeneous Catalyst with High Activity and Selectivity Based on Nanoporous Metalloporphyrin Polymers [J].
Chen, Long ;
Yang, Yong ;
Jiang, Donglin .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (26) :9138-9143
[8]   Light-Harvesting Conjugated Microporous Polymers: Rapid and Highly Efficient Flow of Light Energy with a Porous Polyphenylene Framework as Antenna [J].
Chen, Long ;
Honsho, Yoshihito ;
Seki, Shu ;
Jiang, Donglin .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (19) :6742-6748
[9]   Microporous Polycarbazole with High Specific Surface Area for Gas Storage and Separation [J].
Chen, Qi ;
Luo, Min ;
Hammershoj, Peter ;
Zhou, Ding ;
Han, Ying ;
Laursen, Bo Wegge ;
Yan, Chao-Guo ;
Han, Bao-Hang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (14) :6084-6087
[10]   Tubular microporous organic networks bearing imidazolium salts and their catalytic CO2 conversion to cyclic carbonates [J].
Cho, Hyun Chul ;
Lee, Han Sol ;
Chun, Jiseul ;
Lee, Sang Moon ;
Kim, Hae Jin ;
Son, Seung Uk .
CHEMICAL COMMUNICATIONS, 2011, 47 (03) :917-919