Microfluidic Chip Reactor and the Stereoselective Hydrogenation of Methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/Methanol/ Water Mixed Phase.

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F17%3A00474317" target="_blank" >RIV/67985858:_____/17:00474317 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216208:11310/17:10359902

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.cep.2017.02.002" target="_blank" >http://dx.doi.org/10.1016/j.cep.2017.02.002</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.cep.2017.02.002" target="_blank" >10.1016/j.cep.2017.02.002</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Microfluidic Chip Reactor and the Stereoselective Hydrogenation of Methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/Methanol/ Water Mixed Phase.

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

Microfluidic Chip Reactor and the Stereoselective Hydrogenation of Methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/Methanol/ Water Mixed Phase.

Popis výsledku anglicky

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.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

20402 - Chemical process engineering

Projekt

<a href="/cs/project/GA15-04790S" target="_blank" >GA15-04790S: Asymetrické hydrogenace s chirálními komplexy v iontových kapalinách - aspekty reaktorového inženýrství</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2017

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Chemical Engineering and Processing: Process Intensification

ISSN

0255-2701

e-ISSN

—

Svazek periodika

115

Číslo periodika v rámci svazku

May

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

7

Strana od-do

39-46

Kód UT WoS článku

000399850500005

EID výsledku v databázi Scopus

2-s2.0-85013477778