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Development of L-proline-based Chiral Ionic Liquids for asymmetric Michael Reaction
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Orientador(es)
Resumo(s)
Different Chiral Ionic Liquids (CIL) based on L-proline have been developed. Simple and efficient synthetic methodologies are used, allowing preparation in good yields for twelve novel CILs using L-proline as a cation or anion combined with suitable counter-ions. A detailed physical and chemical characterization of the CILs was performed to evaluate the influence of counter-ions on the final properties. The most promissory CILs were tested as efficient chiral catalysts in IL media for asymmetric Michael addition reactions of ketones and aldehydes to nitro-olefins. Similar or even better conversions and enantioselectivities (ee up to 95%) compared to the original L-proline were achieved. Additionally, a good product extraction performance using supercritical CO2 processes was obtained.
Descrição
co-financed by the ERDF under the PT2020 Partnership agreement (POCI-01-0145-FEDER–007265)
The NMR spectrometers are part of the National NMR Network (PTNMR) and are partially supported by the Infrastructure Project N◦ 022161 (co-financed by FEDER through COMPETE 2020, POCI and PORL and FCT through PIDDAC).
Palavras-chave
asymmetric Michael reaction chiral ionic liquids L-proline supercritical CO extraction Catalysis General Environmental Science Physical and Theoretical Chemistry