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

Result code in 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>
Result on the web
<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>

Result language
angličtina
Original language name
Polystyrene copolymer-supported by substituted (1R,2R)-1,2-diphenylethane-1,2-diamine-copper(II) complexes: recyclable catalyst for the asymmetric Henry reaction
Original language description
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
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
<a href="/en/project/GA14-00925S" target="_blank" >GA14-00925S: Immobilized Enantioselective Catalysts</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach

Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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