Layered Double Hydroxides as Bifunctional Catalysts for the Aryl Borylation under Ligand-Free Conditions
Abstract
:1. Introduction
2. Results
2.1. Synthesis and Characterization of Cu/Al LDH
2.2. Synthesis of Aryl Boronic Esters Employing Cu/Al LDH Catalyst
3. Discussion
4. Materials and Methods
4.1. Synthesis of the Cu/Al Layered Double Hydroxides
4.2. Synthesis of Boronic Esters Employing Palladium Nanoparticles
4.3. Synthesis of Boronic Esters Employing Na2PdCl4/Cu/Al LDH
5. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Entry | Catalyst System | Cu (mol%) | Pd (mol%) | Yield (%) 1 of 3 |
---|---|---|---|---|
1 | LDH | 30 | - | 29% |
2 | Malachite | 30 | - | <5% |
3 | Na2PdCl4 | - | 2 | <5% |
4 | PdNPs-CD | - | 2 | <5% |
5 | PdNPs-CD | - | 2 | <5% |
6 | Na2PdCl4/CuSO4 | 30 | 2 | <5% |
7 | Na2PdCl4/LDH | 30 | 2 | 98% |
8 | Na2PdCl4/CuSO4/LDH 2 | 30 | 2 | 77% |
9 | Na2PdCl4/LDH 3 | 30 | 2 | 35% |
10 | Na2PdCl4/LDH | 15 | 2 | 54% |
11 | Na2PdCl4/LDH | 7.5 | 2 | 42% |
12 | Na2PdCl4/LDH | 3.75 | 2 | 26% |
13 | Na2PdCl4/LDH | 30 | 1 | 46% |
14 | Na2PdCl4/LDH | 30 | 0.5 | 42% |
15 | Na2PdCl4/LDH | 30 | 0.05 | 23% |
16 | Na2PdCl4/LDH 4 | 30 | 2 | <10% |
17 | Na2PdCl4/LDH 5 | 30 | 2 | <10% |
18 | Na2PdCl4/LDH 6 | 30 | 2 | <5% |
Entry | Aryl Halide | Product | Yield (%) |
---|---|---|---|
1 | 4 | <10 | |
2 | 5 | <10 | |
3 | 6 | 55 | |
4 | 7 | 98 | |
5 | 4 | <10 | |
6 | 8 | 30 | |
7 | 9 | 45 |
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Silva, L.C.L.L.F.; Neves, V.A.; Ramos, V.S.; Silva, R.S.F.; Campos, J.B.d.; Silva, A.A.d.; Malta, L.F.B.; Senra, J.D. Layered Double Hydroxides as Bifunctional Catalysts for the Aryl Borylation under Ligand-Free Conditions. Catalysts 2019, 9, 302. https://doi.org/10.3390/catal9040302
Silva LCLLF, Neves VA, Ramos VS, Silva RSF, Campos JBd, Silva AAd, Malta LFB, Senra JD. Layered Double Hydroxides as Bifunctional Catalysts for the Aryl Borylation under Ligand-Free Conditions. Catalysts. 2019; 9(4):302. https://doi.org/10.3390/catal9040302
Chicago/Turabian StyleSilva, Lorenna C. L. L. F., Vinícius A. Neves, Vitor S. Ramos, Raphael S. F. Silva, José B. de Campos, Alexsandro A. da Silva, Luiz F. B. Malta, and Jaqueline D. Senra. 2019. "Layered Double Hydroxides as Bifunctional Catalysts for the Aryl Borylation under Ligand-Free Conditions" Catalysts 9, no. 4: 302. https://doi.org/10.3390/catal9040302