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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

The result's identifiers

  • Result code in 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>

  • Result on the web

    <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>

Alternative languages

  • Result language

    angličtina

  • Original language name

    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

  • Original language description

    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.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GAP106%2F11%2F0058" target="_blank" >GAP106/11/0058: Phosgene Derivatives for Nanotechnologies</a><br>

  • Continuities

    S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2014

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Tetrahedron Asymmetry

  • ISSN

    0957-4166

  • e-ISSN

  • Volume of the periodical

    25

  • Issue of the periodical within the volume

    4

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    6

  • Pages from-to

    334-339

  • UT code for WoS article

    000333791800007

  • EID of the result in the Scopus database