Selective hydrogenation of C6 dienic compounds using homogeneous Cp*-ruthenium (II) catalyst
| Autor: | Maria Kotova, Adéla Karlíčková, Eliška Vyskočilová, Libor Červený |
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| Rok vydání: | 2018 |
| Předmět: |
Muconic acid
010405 organic chemistry chemistry.chemical_element Conjugated system 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Ruthenium Solvent chemistry.chemical_compound chemistry Homogeneous Physical and Theoretical Chemistry Diethyl ether Selectivity |
| Zdroj: | Reaction Kinetics, Mechanisms and Catalysis. 125:619-631 |
| ISSN: | 1878-5204 1878-5190 |
| Popis: | Selective hydrogenations of C6 dienic compounds bearing two or more conjugated double bonds in trans position using homogeneous ruthenium catalysts were performed. The following compounds of high purity (over 99%) were prepared: benzyl (2E,4E)-hexa-2,4-dienoate, (2E,4E)-hexa-2,4-dien-1-yl benzoate, (2E,4E)-hexa-2,4-dien-1-yl (2E,4E)-hexa-2,4-dienoate, (2E,4E)-di-n-butyl muconate and di((2E,4E)-hexa-2,4-dien-1-yl) (2E,4E)-hexa-2,4-dienedioate. The ruthenium half sandwich complex [Cp*Ru(butyl sorbate)]CF3SO3 was prepared and used as catalysts for hydrogenation of above mentioned compounds. Commercially available muconic acid was also chosen to test the catalytic activity and the selectivity of Ru complexes [Cp*Ru (butyl sorbate)] CF3SO3. Hydrogenations were carried out in homogeneous arrangement using diethyl ether as a solvent. The reaction conditions were set to 50 °C and 4 MPa. All the above mentioned C6 dienic compounds, except muconic acid and (2E,4E)-di-n-butyl muconate, were hydrogenated to corresponding (Z)-hex-3-enoic compounds with high selectivity (up to 97%). In the case when two conjugated systems were present the hydrogenation in both chains was observed. |
| Databáze: | OpenAIRE |
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