Defect-engineering a metal-organic framework for CO2 fixation in the synthesis of bioactive oxazolidinones

被引:55
作者
Helal, Aasif [1 ]
Cordova, Kyle E. [2 ]
Arafat, Md Eyasin [1 ]
Usman, Muhammad [1 ]
Yamani, Zain H. [1 ]
机构
[1] King Fahd Univ Petr & Minerals KFUPM, Ctr Res Excellence Nanotechnol CENT, Dhahran 31261, Saudi Arabia
[2] Royal Sci Soc, Reticular Foundry, Mat Discovery Res Unit, Amman 11941, Jordan
关键词
CARBON-DIOXIDE; CATALYTIC-ACTIVITY; UIO-66; CHEMISTRY; MODULATION; ACTIVATION; ADSORPTION; OXIDATION; EPOXIDES; POROSITY;
D O I
10.1039/d0qi00496k
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A novel series of UiO-66 structures with linker-induced defects was synthesized and fully characterized. By using a linker functionalized with a free, dangling alkylamine that replaces the ordinary carboxylate coordinating group, up to 40% of the linkers incorporated within the UiO-66 framework were defect sites. The resulting UiO-66 with linker-induced defects was then demonstrated to be a highly active heterogeneous catalyst. When applied to three-component, solvent-free cycloadditions of epoxides with aromatic amines and CO(2)at ambient pressure, a diverse range of bioactive oxazolidinone compounds were isolated in significantly high yields (>90%) with quantitative conversions and regioselectivity. Finally, the catalyst was proven recyclable over 5 consecutive reactions without loss of performance.
引用
收藏
页码:3571 / 3577
页数:7
相关论文
共 45 条
[31]   Highly Dispersed Palladium(II) in a Defective Metal-Organic Framework: Application to C-H Activation and Functionalization [J].
Park, Tae-Hong ;
Hickman, Amanda J. ;
Koh, Kyoungmoo ;
Martin, Stephen ;
Wong-Foy, Antek G. ;
Sanford, Melanie S. ;
Matzger, Adam J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (50) :20138-20141
[32]   Hydrogenation of CO2 to Methanol: Importance of Metal-Oxide and Metal-Carbide Interfaces in the Activation of CO2 [J].
Rodriguez, Jose A. ;
Liu, Ping ;
Stacchiola, Dario J. ;
Senanayake, Sanjaya D. ;
White, Michael G. ;
Chen, Jingguang G. .
ACS CATALYSIS, 2015, 5 (11) :6696-6706
[33]   Potassium phosphate-catalyzed one-pot synthesis of 3-aryl-2-oxazolidinones from epoxides, amines, and atmospheric carbon dioxide [J].
Seo, Ue Ryung ;
Chung, Young Keun .
GREEN CHEMISTRY, 2017, 19 (03) :803-808
[34]   Defect Engineering: Tuning the Porosity and Composition of the Metal-Organic Framework UiO-66 via Modulated Synthesis [J].
Shearer, Greig C. ;
Chavan, Sachin ;
Bordiga, Silvia ;
Svelle, Stian ;
Olsbye, Unni ;
Lillerud, Karl Petter .
CHEMISTRY OF MATERIALS, 2016, 28 (11) :3749-3761
[35]   Carbon Dioxide Capture in Metal-Organic Frameworks [J].
Sumida, Kenji ;
Rogow, David L. ;
Mason, Jarad A. ;
McDonald, Thomas M. ;
Bloch, Eric D. ;
Herm, Zoey R. ;
Bae, Tae-Hyun ;
Long, Jeffrey R. .
CHEMICAL REVIEWS, 2012, 112 (02) :724-781
[36]   The chemistry of metal-organic frameworks for CO2 capture, regeneration and conversion [J].
Trickett, Christopher A. ;
Helal, Aasif ;
Al-Maythalony, Bassem A. ;
Yamani, Zain H. ;
Cordova, Kyle E. ;
Yaghi, Omar M. .
NATURE REVIEWS MATERIALS, 2017, 2 (08)
[37]   Definitive Molecular Level Characterization of Defects in UiO-66 Crystals [J].
Trickett, Christopher A. ;
Gagnon, Kevin J. ;
Lee, Seungkyu ;
Gandara, Felipe ;
Buergi, Hans-Beat ;
Yaghi, Omar M. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (38) :11162-11167
[38]   Active site engineering in UiO-66 type metal-organic frameworks by intentional creation of defects: a theoretical rationalization [J].
Vandichel, Matthias ;
Hajek, Julianna ;
Vermoortele, Frederik ;
Waroquier, Michel ;
De Vos, Dirk E. ;
Van Speybroeck, Veronique .
CRYSTENGCOMM, 2015, 17 (02) :395-406
[39]   Synthesis Modulation as a Tool To Increase the Catalytic Activity of Metal-Organic Frameworks: The Unique Case of UiO-66(Zr) [J].
Vermoortele, Frederik ;
Bueken, Bart ;
Le Bars, Gaelle ;
Van de Voorde, Ben ;
Vandichel, Matthias ;
Houthoofd, Kristof ;
Vimont, Alexandre ;
Daturi, Marco ;
Waroquier, Michel ;
Van Speybroeck, Veronique ;
Kirschhock, Christine ;
De Vos, Dirk E. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (31) :11465-11468
[40]   Tuning the Properties of Zr6O8 Nodes in the Metal Organic Framework UiO-66 by Selection of Node-Bound Ligands and Linkers [J].
Wei, Ruiping ;
Gaggioli, Carlo Alberto ;
Li, Guozhu ;
Islamoglu, Timur ;
Zhang, Zhuxiu ;
Yu, Ping ;
Farha, Omar K. ;
Cramer, Christopher J. ;
Gagliardi, Laura ;
Yang, Dong ;
Gates, Bruce C. .
CHEMISTRY OF MATERIALS, 2019, 31 (05) :1655-1663