Inorganic Chemistry
Article
MIL-101(Cr) (0.027 mmol) and Ag@MIL-100(Fe) (0.022
mmol), which is more economical and practical.
Materials, and Fuels. Chem. Rev. 2014, 114, 1709−1742. (d) Gao,
W.-Y.; Chen, Y.; Niu, Y.; Williams, K.; Cash, L.; Perez, P.-J.; Wojtas,
L.; Cai, J.; Chen, Y.-S.; Ma, S. Crystal Engineering of An Nbo
Topology Metal−organic Framework for Chemical Fixation of CO
CONCLUSIONS
In conclusion, the Ag@MOF system exhibited excellent activity
and reusability for capture and conversion of CO under mild
conditions. As the subsequent work following Ag@MIL-
01(Cr), modification and improvement was carried on
through using MIL-100(Fe) and UIO-66(Zr) instead of MIL-
01(Cr) as the MOF support. In comparison with Ag@MIL-
01(Cr), Ag@MIL-100(Fe) revealed similar catalytic activity,
stability, and reusability but was more friendly to the
environment and easier to synthesize. On the other hand,
Ag@UIO-66(Zr) was more efficient and economical for the
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under Ambient Conditions. Angew. Chem., Int. Ed. 2014, 53, 2615−
619. (e) Yu, T.; Cristiano, R.; Weiss, R.-G. From Simple, Neutral
Triatomic Molecules to Complex Chemistry. Chem. Soc. Rev. 2010, 39,
2
2
1
435−1447. (f) Gao, W.-Y.; Wu, H.; Leng, K.; Sun, Y.; Ma, S.
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Inserting CO into Aryl C− H Bonds of Metal−Organic Frameworks:
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CO Utilization for Direct Heterogeneous C−H Activation. Angew.
2
1
1
Chem., Int. Ed. 2016, 55, 5472−5476. (g) Gao, W.-Y.; Tsai, C.-Y.;
Wojtas, L.; Thiounn, T.; Lin, C.-C.; Ma, S. (2016). Interpenetrating
Metal−Metalloporphyrin Framework for Selective CO Uptake and
2
Chemical Transformation of CO . Inorg. Chem. 2016, 55, 7291−7294.
2
(3) (a) Eghbali, N.; Li, C.-J. Conversion of Carbon Dioxide and
Olefins into Cyclic Carbonates in Water. Green Chem. 2007, 9, 213−
15. (b) Riduan, S.-N.; Zhang, Y. Recent Developments in Carbon
Dioxide Utilization under Mild Conditions. Dalton Trans. 2010, 39,
347−3357. (c) Arakawa, H.; Aresta, M.; Armor, J.-N.; Barteau, M.-A.;
capture of CO and the doping of Ag NPs but shows low
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reusability due to its narrow channel. On the basis of the full
characterization and catalytic tests, acid−base properties of the
MOF influence the catalytic activity of Ag@MOF system
significantly. Stronger Lewis acidity prefers to adsorb the
aromatic substrates and activate the CC, while stronger
3
Beckman, E.-J.; Bell, A.-T.; Bercaw, J.-E.; Creutz, C.; Dinjus, E.; Dixon,
D.-A.; Domen, K.; DuBois, D.-L.; Eckert, J.; Fujita, E.; Gibson, D.-H.;
Goddard, W.-A.; Goodman, D.-W.; Keller, J.; Kubas, G.-J.; Kung, H.-
H.; Lyons, J.-E.; Manzer, L.-E.; Marks, T.-J.; Morokuma, K.; Nicholas,
K.-M.; Periana, R.; Que, L.; Rostup-Nielson, J.; Sachtler, W.-M.-H.;
Schmidt, L.-D.; Sen, A.; Somorjai, G.-A.; Stair, P.-C.; Stults, B.-R.;
Tumas, W. Catalysis Research of Relevance to Carbon Management:
Progress, Challenges, and Opportunities. Chem. Rev. 2001, 101, 953−
Lewis basicity is better for the capture of CO and the loading
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of Ag NPs. Also, the pore size, absorptivity, and stability should
be taken into account as well. On the basis of the systematically
investigation, we could design suitable Ag@MOF catalysts and
achieve the optimum environmental and economic benefit
according to corresponding requirements toward the capture
and transformation of CO2.
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96. (d) Boogaerts, I.-I.-F.; Nolan, S.-P. Carboxylation of C−H Bonds
Using N-Heterocyclic Carbene Gold(I) Complexes. J. Am. Chem. Soc.
010, 132, 8858−8859. (e) Zhang, L.; Cheng, J.; Ohishi, T.; Hou, Z.
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Copper-Catalyzed Direct Carboxylation of C−H Bonds with Carbon
Dioxide. Angew. Chem. 2010, 122, 8852−8855. (f) Correa, A.; Martin,
R. Palladium-Catalyzed Direct Carboxylation of Aryl Bromides with
Carbon Dioxide. J. Am. Chem. Soc. 2009, 131, 15974−15975.
ASSOCIATED CONTENT
Supporting Information
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S
(
g) Fujihara, T.; Xu, T.; Semba, K.; Terao, J.; Tsuji, Y. Copper-
Catalyzed Silacarboxylation of Internal Alkynes by Employing Carbon
Dioxide and Silylboranes. Angew. Chem. 2011, 123, 543−547.
Details of experiments and characterizations (PDF)
(4) (a) Boogaerts, I.-I.-F.; Nolan, S.-P. Carboxylation of C−H Bonds
Using N-Heterocyclic Carbene Gold(I) Complexes. J. Am. Chem. Soc.
2010, 132, 8858−8859. (b) Zhang, L.; Cheng, J.-H.; Ohishi, T.; Hou,
Z.-M. Copper-Catalyzed Direct Carboxylation of C−H Bonds with
Carbon Dioxide. Angew. Chem., Int. Ed. 2010, 49, 8670−8673. (c) He,
AUTHOR INFORMATION
ORCID
Author Contributions
N.-N..Z. and X.-H.L. contributed to this work equally.
Notes
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H.; Perman, J.-A.; Zhu, G.; Ma, S. Metal-Organic Frameworks for CO
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Chemical Transformations. Small 2016, 12, 6309−6324.
(5) (a) Jia, W.; Jiao, N. Cu-Catalyzed Oxidative Amidation of
Propiolic Acids Under Air via Decarboxylative Coupling. Org. Lett.
2
010, 12, 2000−2003. (b) Moon, J.; Jang, M.; Lee, S. Palladium-
Catalyzed Decarboxylative Coupling of Alkynyl Carboxylic Acids and
Aryl Halides. J. Org. Chem. 2009, 74, 1403−1406.
(6) (a) Correa, A.; Martin, R. Metal-Catalyzed Carboxylation of
Organometallic Reagents with Carbon Dioxide. Angew. Chem., Int. Ed.
∥
The authors declare no competing financial interest.
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009, 48, 6201−6204. (b) Bonne, D.; Dekhane, M.; Zhu, J.
ACKNOWLEDGMENTS
This work was supported by National Key Projects for
Fundamental Research and Development of China
Modulating the Reactivity of α-Isocyanoacetates: Multicomponent
Synthesis of 5-Methoxyoxazoles and Furopyrrolones. Angew. Chem.,
Int. Ed. 2007, 46, 2485−2488.
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(
7) (a) Diez-Gonzalez, S.; Nolan, S.-P. N-Heterocyclic Carbene-
(
2016YFB0600902).
Copper(I) Complexes in Homogeneous Catalysis. Synlett 2007, 2007,
2
158−2167. (b) Jurkauskas, V.; Sadighi, J.-P.; Buchwald, S.-L.
REFERENCES
Conjugate Reduction of α,β-Unsaturated Carbonyl Compounds
Catalyzed by a Copper Carbene Complex. Org. Lett. 2003, 5, 2417−
2420.
■
(
1) Pervaiz, M.; Sain, M.-M. Carbon Storage Potential in Natural
Fiber Composites. Resour. Conserv. Recycl. 2003, 39, 325−340.
2) (a) Liu, X.-H.; Ma, J.-G.; Niu, Z.; Yang, G.-M.; Cheng, P. An
(
(8) (a) Zhang, X.; Zhang, W.-Z.; Ren, X.; Zhang, L.-L.; Lu, X.-B.
Efficient Nanoscale Heterogeneous Catalyst for the Capture and
Conversion of Carbon Dioxide at Ambient Pressure. Angew. Chem., Int.
Ed. 2015, 54, 988−991. (b) He, M.-Y.; Sun, Y.-H.; Han, B.-X. Green
Carbon Science: Scientific Basis for Integrating Carbon Resource
Processing, Utilization, and Recycling. Angew. Chem., Int. Ed. 2013, 52,
Ligand-Free Ag(I)-Catalyzed Carboxylation of Terminal Alkynes with
CO . Org. Lett. 2011, 13, 2402−2405. (b) Yu, D.-Y.; Zhang, Y.-G.
2
Proc. Copper-and Copper−N-heterocyclic Carbene-catalyzed C− H
Activating Carboxylation of Terminal Alkynes with CO at Ambient
2
Conditions. Proc. Natl. Acad. Sci. U. S. A. 2010, 107, 20184−20189.
(9) Yu, D.-Y.; Tan, M.-X.; Zhang, Y.-G. Carboxylation of Terminal
Alkynes with Carbon Dioxide Catalyzed by Poly(N-Heterocyclic
9
620−9633. (c) Aresta, M.; Dibenedetto, A.; Angelini, A. Catalysis for
the Valorization of Exhaust Carbon: from CO2 to Chemicals,
F
Inorg. Chem. XXXX, XXX, XXX−XXX