A Porous Cu(II)-MOF with Proline Embellished Cavity: Cooperative Catalysis for the Baylis-Hillman Reaction

被引:32
作者
De, Dinesh [1 ]
Pal, Tapan K. [1 ]
Bharadwaj, Parimal K. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
METAL-ORGANIC FRAMEWORKS; LEWIS-ACID SITES; CO2; CONVERSION; SIZE; FUNCTIONALIZATION; PERFORMANCE; ADSORPTION; CAPACITY; POROSITY;
D O I
10.1021/acs.inorgchem.6b01211
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
L-Proline has been covalently attached in a rigid linear ligand, H4L, having an isophthalate moiety at each terminal to form the chiral ligand, H4LPRO. This linker has been used for the construction of a porous MOF, LCuPRO. The free L-proline moiety in the cavity of the framework in the presence of imidazole as a cocatalyst functions synergistically to catalyze the Baylis-Hillman reaction between alpha,beta-unsaturated carbonyl compounds and aromatic aldehydes. High porosity of the framework is proven by the nitrogen adsorption isotherm.
引用
收藏
页码:6842 / 6844
页数:3
相关论文
共 36 条
[21]   Proline-catalyzed asymmetric reactions [J].
List, B .
TETRAHEDRON, 2002, 58 (28) :5573-5590
[22]   A General Thermolabile Protecting Group Strategy for Organocatalytic Metal-Organic Frameworks [J].
Lun, David J. ;
Waterhouse, Geoffrey I. N. ;
Telfer, Shane G. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (15) :5806-5809
[23]   Asymmetric enamine catalysis [J].
Mukherjee, Santanu ;
Yang, Jung Woon ;
Hoffmann, Sebastian ;
List, Benjamin .
CHEMICAL REVIEWS, 2007, 107 (12) :5471-5569
[24]   Significant Gas Adsorption and Catalytic Performance by a Robust CuII-MOF Derived through Single-Crystal to Single-Crystal Transmetalation of a Thermally Less-Stable ZnII-MOF [J].
Pal, Tapan K. ;
De, Dinesh ;
Neogi, Subhadip ;
Pachfule, Pradip ;
Senthilkumar, S. ;
Xu, Qiang ;
Bharadwaj, Parimal K. .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (52) :19064-19070
[25]   Hierarchically Micro- and Mesoporous Metal-Organic Frameworks with Tunable Porosity [J].
Qiu, Ling-Guang ;
Xu, Tao ;
Li, Zong-Qun ;
Wang, Wei ;
Wu, Yun ;
Jiang, Xia ;
Tian, Xing-You ;
Zhang, Li-De .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (49) :9487-9491
[26]   Post-functionalized iridium-Zr-MOF as a promising recyclable catalyst for the hydrogenation of aromatics [J].
Rasero-Almansa, Antonia M. ;
Corma, Avelino ;
Iglesias, Marta ;
Sanchez, Felix .
GREEN CHEMISTRY, 2014, 16 (07) :3522-3527
[27]   Urea Metal-Organic Frameworks as Effective and Size-Selective Hydrogen-Bond Catalysts [J].
Roberts, John M. ;
Fini, Branden M. ;
Sarjeant, Amy A. ;
Farha, Omar K. ;
Hupp, Joseph T. ;
Scheidt, Karl A. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (07) :3334-3337
[28]   Lewis base and L-proline co-catalyzed Baylis-Hillman reaction of arylaldehydes with methyl vinyl ketone [J].
Shi, M ;
Jiang, JK ;
Li, CQ .
TETRAHEDRON LETTERS, 2002, 43 (01) :127-130
[29]  
SPEK AL, 1999, PLATON
[30]   Recent Advances in Organocatalytic Asymmetric Morita-Baylis-Hillman/aza-Morita-Baylis-Hillman Reactions [J].
Wei, Yin ;
Shi, Min .
CHEMICAL REVIEWS, 2013, 113 (08) :6659-6690