Enantioselective Hydrogenation of Olefins Enhanced by Metal-Organic Framework Additives
Autor: | Marco Ranocchiari, Beáta Vilhanová, Jeroen A. van Bokhoven |
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Rok vydání: | 2015 |
Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Asymmetric hydrogenation Enantioselective synthesis chemistry.chemical_element Homogeneous catalysis 010402 general chemistry Heterogeneous catalysis 01 natural sciences Catalysis 0104 chemical sciences Rhodium Inorganic Chemistry chemistry.chemical_compound Organic chemistry Metal-organic framework Physical and Theoretical Chemistry Trifluoromethanesulfonate Dichloromethane |
Zdroj: | ChemCatChem. 8:308-312 |
ISSN: | 1867-3880 |
DOI: | 10.1002/cctc.201500907 |
Popis: | The use of nonprotic solvents (e.g., dichloromethane, toluene) increases the enantioselectivity of the asymmetric hydrogenation of olefins with chiral [Rh(Me-BPE)(cod)]OTf [Me-BPE=1,2-bis(2,5-dimethylphospholano)ethane; cod=1,5-cyclooctadiene; OTf=triflate]. Readily available achiral metal–organic frameworks (MOFs) as additives yielded substantially enhanced reactivity. In toluene (but not dichloromethane), the MOFs adsorbed the homogeneous catalyst, which directly reduced rhodium contamination in the products of the reaction. The in situ formed heterogeneous catalyst was reused without loss in selectivity. |
Databáze: | OpenAIRE |
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