UiO-66 as an efficient catalyst for N-formylation of amines with CO2 and dimethylamine borane as a reducing agent

被引:20
作者
Phatake, Vishal V. [1 ]
Mishra, Ashish A. [1 ]
Bhanage, Bhalchandra M. [1 ]
机构
[1] Inst Chem Technol, Dept Chem, Mumbai 400019, Maharashtra, India
关键词
One-pot reaction; N-formylation; Amines; CO2; utilization; UiO-66; Dimethylamine borane; METAL-ORGANIC FRAMEWORKS; CARBON-DIOXIDE; IONIC LIQUIDS; HYDROGEN; METHYLATION; ACTIVATION; ADSORPTION; CONVERSION; AMMONIA; POLYMERS;
D O I
10.1016/j.ica.2019.119274
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The most effective way to make the best use of CO2, is the reductive formylation of amines, as formamides have many applications in industry. A new protocol has been developed for reductive N-formylation of amines with CO2 as a Cl carbon source and DMAB (Dimethylamine borane) as a reducing agent in the presence of Zr-containing metal-organic framework (MOF) as an efficient, heterogeneous recyclable catalyst. We used UiO-66 and UiO-66-NH2 as catalysts for N-formylation of amines and observed that both the catalyst performs equally. Therefore, we continued our studies with UiO-66 as a catalyst. The UiO-66 MOF shows good catalytic activity and affording the desired formamides in good to excellent yield. This catalytic system is very efficient for several amines including primary and secondary aliphatic cyclic and aromatic amines. Moreover, the prepared catalyst was recycled up to four recycled without a considerable decrease in catalytic activity.
引用
收藏
页数:7
相关论文
共 70 条
[1]   Catalytic Formylation of Primary and Secondary Amines with CO2 and H2 Using Abundant-Metal Catalysts [J].
Affan, Mohammad A. ;
Jessop, Philip G. .
INORGANIC CHEMISTRY, 2017, 56 (12) :7301-7305
[2]   CO2 Activation over Catalytic Surfaces [J].
Alvarez, Andrea ;
Borges, Marta ;
Jose Corral-Perez, Juan ;
Giner Olcina, Joan ;
Hu, Lingjun ;
Cornu, Damien ;
Huang, Rui ;
Stoian, Dragos ;
Urakawa, Atsushi .
CHEMPHYSCHEM, 2017, 18 (22) :3135-3141
[3]  
Aresta M., 2010, Carbon dioxide as chemical feedstock, P1, DOI [10.1002/9783527629916, DOI 10.1002/9783527629916]
[4]  
Bhanage BM., 2014, TRANSFORMATION UTILI, DOI [10.1007/978-3-642-44988-8, DOI 10.1007/978-3-642-44988-8]
[5]   Molybdenum Catalyzed Ammonia Borane Dehydrogenation: Oxidation State Specific Mechanisms [J].
Buss, Joshua A. ;
Edouard, Guy A. ;
Cheng, Christine ;
Shi, Jade ;
Agapie, Theodor .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (32) :11272-11275
[6]   A new zirconium inorganic building brick forming metal organic frameworks with exceptional stability [J].
Cavka, Jasmina Hafizovic ;
Jakobsen, Soren ;
Olsbye, Unni ;
Guillou, Nathalie ;
Lamberti, Carlo ;
Bordiga, Silvia ;
Lillerud, Karl Petter .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (42) :13850-13851
[7]   Function-oriented ionic polymers having highdensity active sites for sustainable carbon dioxide conversion [J].
Chen, Yaju ;
Luo, Rongchang ;
Bao, Junhui ;
Xu, Qihang ;
Jiang, Jun ;
Zhou, Xiantai ;
Ji, Hongbing .
JOURNAL OF MATERIALS CHEMISTRY A, 2018, 6 (19) :9172-9182
[8]   Liquid-phase catalytic transfer hydrogenation and cyclization of levulinic acid and its esters to γ-valerolactone over metal oxide catalysts [J].
Chia, Mei ;
Dumesic, James A. .
CHEMICAL COMMUNICATIONS, 2011, 47 (44) :12233-12235
[9]   Amine formylation via carbon dioxide recycling catalyzed by a simple and efficient heterogeneous palladium catalyst [J].
Cui, Xinjiang ;
Zhang, Yan ;
Deng, Youquan ;
Shi, Feng .
CHEMICAL COMMUNICATIONS, 2014, 50 (02) :189-191
[10]   Selective N-Formylation of Amines with H2 and CO2 Catalyzed by Cobalt Pincer Complexes [J].
Daw, Prosenjit ;
Chakraborty, Subrata ;
Leitus, Gregory ;
Diskin-Posner, Yael ;
Ben David, Yehoshoa ;
Milstein, David .
ACS CATALYSIS, 2017, 7 (04) :2500-2504