Tetrabutylammonium prolinate-based ionic liquids: a combined asymmetric catalysis, antimicrobial toxicity and biodegradation assessment

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F13%3A10196556" target="_blank" >RIV/00216208:11160/13:10196556 - isvavai.cz</a>

Výsledek na webu

<a href="http://pubs.rsc.org/en/content/articlehtml/2013/ra/c3ra43785j" target="_blank" >http://pubs.rsc.org/en/content/articlehtml/2013/ra/c3ra43785j</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c3ra43785j" target="_blank" >10.1039/c3ra43785j</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Tetrabutylammonium prolinate-based ionic liquids: a combined asymmetric catalysis, antimicrobial toxicity and biodegradation assessment

Popis výsledku v původním jazyce

Chiral ionic liquids (CILs) tetrabutylammonium-(S)-prolinate, tetrabutylammonium-(R)-prolinate and tetrabutylammonium trans-4-hydroxy-(S)-prolinate were investigated as chiral additives in the Pd-catalyzed enantioselective hydrogenation of alpha,beta-unsaturated ketones. These CILs were easily prepared in one step from the aminoacid and tetrabutylammonium hydroxide and characterized (NMR, IR, optical rotation, elemental analysis, DSC, viscosity, decomposition temperature). The research strategy was to assess the antimicrobial toxicity (>20 strains) and biodegradability (OECD 301D) of the CILs at the same time as undertaking the asymmetric catalysis study. The Pd-catalyzed enantioselective hydrogenation of the carbon-carbon double bond of alpha,beta-unsaturated ketones under mild conditions (room temperature, 1 atm of H-2) in different solvents with CILs present. The best results were obtained in i-PrOH after 18 hours of reaction with a i-PrOH/IL ratio of 5. While all three CILs have lo

Název v anglickém jazyce

Tetrabutylammonium prolinate-based ionic liquids: a combined asymmetric catalysis, antimicrobial toxicity and biodegradation assessment

Popis výsledku anglicky

Chiral ionic liquids (CILs) tetrabutylammonium-(S)-prolinate, tetrabutylammonium-(R)-prolinate and tetrabutylammonium trans-4-hydroxy-(S)-prolinate were investigated as chiral additives in the Pd-catalyzed enantioselective hydrogenation of alpha,beta-unsaturated ketones. These CILs were easily prepared in one step from the aminoacid and tetrabutylammonium hydroxide and characterized (NMR, IR, optical rotation, elemental analysis, DSC, viscosity, decomposition temperature). The research strategy was to assess the antimicrobial toxicity (>20 strains) and biodegradability (OECD 301D) of the CILs at the same time as undertaking the asymmetric catalysis study. The Pd-catalyzed enantioselective hydrogenation of the carbon-carbon double bond of alpha,beta-unsaturated ketones under mild conditions (room temperature, 1 atm of H-2) in different solvents with CILs present. The best results were obtained in i-PrOH after 18 hours of reaction with a i-PrOH/IL ratio of 5. While all three CILs have lo

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GAP207%2F10%2F2048" target="_blank" >GAP207/10/2048: Chirální chinazolinové alkaloidy: Potenciální prototypy nových antiastmatik a organokatalyzátorů</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2013

Kód důvěrnosti údajů

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

Název periodika

RSC Advances

ISSN

2046-2069

e-ISSN

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Svazek periodika

3

Číslo periodika v rámci svazku

48

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

26241-26251

Kód UT WoS článku

000327261700102

EID výsledku v databázi Scopus

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