Polystyrene copolymer-supported by substituted (1R,2R)-1,2-diphenylethane-1,2-diamine-copper(II) complexes: recyclable catalyst for the asymmetric Henry reaction

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F14%3A39897793" target="_blank" >RIV/00216275:25310/14:39897793 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.tetasy.2014.04.004" target="_blank" >http://dx.doi.org/10.1016/j.tetasy.2014.04.004</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.tetasy.2014.04.004" target="_blank" >10.1016/j.tetasy.2014.04.004</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Polystyrene copolymer-supported by substituted (1R,2R)-1,2-diphenylethane-1,2-diamine-copper(II) complexes: recyclable catalyst for the asymmetric Henry reaction

Popis výsledku v původním jazyce

Herein described the preparation of swelling pearl-like copolymer styrene-4-vinylbenzyl chloride crosslinked by means of tetra(ethylene glycol)-bis(4-vinylbenzyl)ether (200-800 mým). The pearl-like polymer was used to anchor (1R,2R)-1-amino-2-(2,3-dihydro-1H-isoindole-2-yl)-1,2-diphenylethane by a covalent bond; the product was subsequently transformed into the corresponding complex with Cu(II) acetate. The synthesized catalyst was used for the catalysis of the Henry reaction of functionalized aldehydeswith nitromethane in ethanol. The reactions proceeded in a polymeric matrix of the swelling catalyst at a rate comparable with the rates of reactions in a homogeneous medium. The corresponding functionalized 2-nitroethanols were formed in quantitative yields (20 °C, 24 h) with enantiomeric excess values of up to 96%. The catalyst was recycled five times without losing its effectiveness with regard to the yield and enantioselectivity; only a partial mechanical degradation of the polymeri

Název v anglickém jazyce

Polystyrene copolymer-supported by substituted (1R,2R)-1,2-diphenylethane-1,2-diamine-copper(II) complexes: recyclable catalyst for the asymmetric Henry reaction

Popis výsledku anglicky

Herein described the preparation of swelling pearl-like copolymer styrene-4-vinylbenzyl chloride crosslinked by means of tetra(ethylene glycol)-bis(4-vinylbenzyl)ether (200-800 mým). The pearl-like polymer was used to anchor (1R,2R)-1-amino-2-(2,3-dihydro-1H-isoindole-2-yl)-1,2-diphenylethane by a covalent bond; the product was subsequently transformed into the corresponding complex with Cu(II) acetate. The synthesized catalyst was used for the catalysis of the Henry reaction of functionalized aldehydeswith nitromethane in ethanol. The reactions proceeded in a polymeric matrix of the swelling catalyst at a rate comparable with the rates of reactions in a homogeneous medium. The corresponding functionalized 2-nitroethanols were formed in quantitative yields (20 °C, 24 h) with enantiomeric excess values of up to 96%. The catalyst was recycled five times without losing its effectiveness with regard to the yield and enantioselectivity; only a partial mechanical degradation of the polymeri

Druh

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

CEP obor

CC - Organická chemie

OECD FORD obor

—

Projekt

<a href="/cs/project/GA14-00925S" target="_blank" >GA14-00925S: Imobilizované enantioselektivní katalyzátory</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

—

Svazek periodika

25

Číslo periodika v rámci svazku

9

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

6

Strana od-do

775-780

Kód UT WoS článku

000336879400010

EID výsledku v databázi Scopus

—