Henry reaction catalyzed by recoverable enantioselective catalysts based on copper(II) complexes of alfa-methoxypoly (ethylene glycol)-b-poly(L-glutamic acid) and imidazolidine-4-one ligands

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F14%3A39897719" target="_blank" >RIV/00216275:25310/14:39897719 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.tetasy.2014.01.001" target="_blank" >http://dx.doi.org/10.1016/j.tetasy.2014.01.001</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.tetasy.2014.01.001" target="_blank" >10.1016/j.tetasy.2014.01.001</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Henry reaction catalyzed by recoverable enantioselective catalysts based on copper(II) complexes of alfa-methoxypoly (ethylene glycol)-b-poly(L-glutamic acid) and imidazolidine-4-one ligands

Popis výsledku v původním jazyce

Herein we describe the preparation and characterization of a recoverable catalyst for a Henry reaction based on a Cu(II) complex of block copolymer a-methoxypoly(ethylene glycol)-b-poly(L-glutamic acid) with (2R,5S)- or (2S,5R)-5-isopropyl-5-methyl-2-(pyridine-2-yl)imidazolidine-4-one. The reactions of substituted aldehydes with nitromethane catalyzed by these catalysts proceed with high chemical yield (70-98%) and with high enantioselectivity (61-92% ee). The reaction mixture is in the form of a colloid system and is formed by self-organized aggregates of the catalysts with average hydrodynamic particle size of 189 +- 3 nm (DLS). After sevenfold recycling, the catalyst exhibited no decrease in the enantioselectivity and only a slight decrease (ca. 18%) in the yield for the Henry reaction of nitromethane with 2-methoxybenzaldehyde.

Název v anglickém jazyce

Henry reaction catalyzed by recoverable enantioselective catalysts based on copper(II) complexes of alfa-methoxypoly (ethylene glycol)-b-poly(L-glutamic acid) and imidazolidine-4-one ligands

Popis výsledku anglicky

Herein we describe the preparation and characterization of a recoverable catalyst for a Henry reaction based on a Cu(II) complex of block copolymer a-methoxypoly(ethylene glycol)-b-poly(L-glutamic acid) with (2R,5S)- or (2S,5R)-5-isopropyl-5-methyl-2-(pyridine-2-yl)imidazolidine-4-one. The reactions of substituted aldehydes with nitromethane catalyzed by these catalysts proceed with high chemical yield (70-98%) and with high enantioselectivity (61-92% ee). The reaction mixture is in the form of a colloid system and is formed by self-organized aggregates of the catalysts with average hydrodynamic particle size of 189 +- 3 nm (DLS). After sevenfold recycling, the catalyst exhibited no decrease in the enantioselectivity and only a slight decrease (ca. 18%) in the yield for the Henry reaction of nitromethane with 2-methoxybenzaldehyde.

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/GAP106%2F11%2F0058" target="_blank" >GAP106/11/0058: Deriváty fosgenu pro nanotechnologie</a><br>

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2014

Kód důvěrnosti údajů

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

Název periodika

Tetrahedron Asymmetry

ISSN

0957-4166

e-ISSN

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Svazek periodika

25

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

6

Strana od-do

334-339

Kód UT WoS článku

000333791800007

EID výsledku v databázi Scopus

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