Evaluation of the enantioselectivity of new chiral ligands based on imidazolidin-4-one derivatives
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F24%3A39921764" target="_blank" >RIV/00216275:25310/24:39921764 - isvavai.cz</a>
Výsledek na webu
<a href="https://www.beilstein-journals.org/bjoc/articles/20/62" target="_blank" >https://www.beilstein-journals.org/bjoc/articles/20/62</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3762/bjoc.20.62" target="_blank" >10.3762/bjoc.20.62</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Evaluation of the enantioselectivity of new chiral ligands based on imidazolidin-4-one derivatives
Popis výsledku v původním jazyce
The new chiral ligands I-III based on derivatives of imidazolidin-4-one were synthesised and characterised. The catalytic activity and enantioselectivity of their corresponding copper(II) complexes were studied in asymmetric Henry reactions. It was found that the enantioselectivity of these catalysts is overall very high and depends on the relative configuration of the ligand used; cis-configuration of ligand affords the nitroaldols with major enantiomer S- (up to 97% ee), whereas the application of ligands with transconfiguration led to nitroaldols with major R-enantiomer (up to 96% ee). The ""proline-type"" ligand IV was also tested in asymmetric aldol reactions. Under the optimised reaction conditions, aldol products with enantioselectivities of up to 91% ee were obtained.
Název v anglickém jazyce
Evaluation of the enantioselectivity of new chiral ligands based on imidazolidin-4-one derivatives
Popis výsledku anglicky
The new chiral ligands I-III based on derivatives of imidazolidin-4-one were synthesised and characterised. The catalytic activity and enantioselectivity of their corresponding copper(II) complexes were studied in asymmetric Henry reactions. It was found that the enantioselectivity of these catalysts is overall very high and depends on the relative configuration of the ligand used; cis-configuration of ligand affords the nitroaldols with major enantiomer S- (up to 97% ee), whereas the application of ligands with transconfiguration led to nitroaldols with major R-enantiomer (up to 96% ee). The ""proline-type"" ligand IV was also tested in asymmetric aldol reactions. Under the optimised reaction conditions, aldol products with enantioselectivities of up to 91% ee were obtained.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
10401 - Organic chemistry
Návaznosti výsledku
Projekt
—
Návaznosti
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Ostatní
Rok uplatnění
2024
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
Beilstein Journal of Organic Chemistry
ISSN
1860-5397
e-ISSN
1860-5397
Svazek periodika
20
Číslo periodika v rámci svazku
April 2024
Stát vydavatele periodika
DE - Spolková republika Německo
Počet stran výsledku
8
Strana od-do
684-691
Kód UT WoS článku
001198791100001
EID výsledku v databázi Scopus
2-s2.0-85189920179