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Microfluidic Chip Reactor and the Stereoselective Hydrogenation of Methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/Methanol/ Water Mixed Phase.
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SYSNO ASEP 0474317 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Microfluidic Chip Reactor and the Stereoselective Hydrogenation of Methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/Methanol/ Water Mixed Phase. Author(s) Klusoň, Petr (UCHP-M) RID, ORCID, SAI
Stavárek, Petr (UCHP-M) RID, ORCID, SAI
Pěnkavová, Věra (UCHP-M) RID, ORCID, SAI
Vychodilová, Hana (UCHP-M) RID, SAI
Hejda, Stanislav (UCHP-M) RID, ORCID, SAI
Bendová, Magdalena (UCHP-M) RID, ORCID, SAISource Title Chemical Engineering and Processing: Process Intensification. - : Elsevier - ISSN 0255-2701
Roč. 115, May (2017), s. 39-46Number of pages 7 s. Language eng - English Country CH - Switzerland Keywords stereoselectivity ; microfluidic chip ; ionic liquids Subject RIV CI - Industrial Chemistry, Chemical Engineering OECD category Chemical process engineering R&D Projects GA15-04790S GA ČR - Czech Science Foundation (CSF) Institutional support UCHP-M - RVO:67985858 UT WOS 000399850500005 EID SCOPUS 85013477778 DOI 10.1016/j.cep.2017.02.002 Annotation Homogeneous asymmetric catalysts represented by organometallics of transition elements reveal very high activity and stereoselectivity in asymmetric hydrogenation of b-ketoesters. Recently, it appeared efficient to use ionic liquids of the [NR222][Tf2N] type for accommodation of the chiral catalytic complex. Even on the industrial scale it is becoming attractive to carry out hydrogenations with such immobilised complexes in a continuous regime in microreactors. Attention was paid to the stereoselective hydrogenation of methylacetoacetate (MAA) to isomeric (R)_(+) or (S)_(_)-methyl-3-hydroxybuta- noates over a chiral ([RuCl((R)-BINAP)(p-cymene)]Cl) complex immobilised in the mixed [N8222][Tf2N]/ methanol/water solvent phase, and performed inside of a microfluidic chip reactor. It was shown that the reaction could be successfully carried out in such an arrangement with a very high enantioselectivity (above 99%) and at very high conversion of MAA (above 97%). It was proven that the participation of a specific solvent (methanol or the mixture [N8222][Tf2N]/methanol/water) essentially influences the mechanism of the reaction. The solvents actively participate in the re-coordination of the catalytic complex in a series of reactions which is reflected in the values of reaction enthalpies. The specific process output was also evaluated. Workplace Institute of Chemical Process Fundamentals Contact Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227 Year of Publishing 2018
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