Rapid Ether and Alcohol C–O Bond Hydrogenolysis Catalyzed by Tandem High-Valent Metal Triflate + Supported Pd Catalysts
| Autor: | Abdurrahman C. Atesin, Zhi Li, Rajeev S. Assary, Tobin J. Marks, Larry A. Curtiss |
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| Rok vydání: | 2013 |
| Předmět: |
Time Factors
Alcohol Ether Biochemistry Endothermic process Medicinal chemistry Catalysis chemistry.chemical_compound Colloid and Surface Chemistry Transition metal Hydrogenolysis Organic chemistry Computer Simulation Mesylates chemistry.chemical_classification Molecular Structure Alkene General Chemistry Lead chemistry Metals Alcohols Hydrogenation Trifluoromethanesulfonate Palladium Ethers |
| Zdroj: | Journal of the American Chemical Society. 136:104-107 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/ja411546r |
| Popis: | The thermodynamically leveraged conversion of ethers and alcohols to saturated hydrocarbons is achieved efficiently with low loadings of homogeneous M(OTf)n + heterogeneous Pd tandem catalysts (M = transition metal; OTf = triflate; n = 4). For example, Hf(OTf)4 mediates rapid endothermic ether ⇌ alcohol and alcohol ⇌ alkene equilibria, while Pd/C catalyzes the subsequent, exothermic alkene hydrogenation. The relative C–O cleavage rates scale as 3° > 2° > 1°. The reaction scope extends to efficient conversion of biomass-derived ethers, such as THF derivatives, to the corresponding alkanes. |
| Databáze: | OpenAIRE |
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