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Chiral anion recognition using calix[4]arene-based ureido receptors in a 1,3-alternate conformation

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43921077" target="_blank" >RIV/60461373:22310/20:43921077 - isvavai.cz</a>

  • Alternative codes found

    RIV/67985858:_____/20:00535708

  • Result on the web

    <a href="https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-16-249.pdf" target="_blank" >https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-16-249.pdf</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.3762/bjoc.16.249" target="_blank" >10.3762/bjoc.16.249</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Chiral anion recognition using calix[4]arene-based ureido receptors in a 1,3-alternate conformation

  • Original language description

    The introduction of chiral alkyl substituents into the lower rim of calix[4]arene immobilised in the 1,3-alternate conformation led to a system possessing a preorganised ureido cavity hemmed with chiral alkyl units in the near proximity. As shown by the H-1 NMR titration experiments, these compounds can be used as receptors for chiral anions in DMSO-d(6). The chiral recognition ability can be further strengthened by the introduction of another chiral moiety directly onto the urea N atoms. The systems with double chiral units being located around the binding ureido cavity showed better stereodiscrimination, with the highest selectivity factor being 3.33 (K-L/K-D) achieved for N-acetyl-L-phenylalaninate. The structures of some receptors were confirmed by single crystal X-ray analysis.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA20-07833S" target="_blank" >GA20-07833S: New nanomaterials for anion separation</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2020

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Beilstein Journal of Organic Chemistry

  • ISSN

    1860-5397

  • e-ISSN

  • Volume of the periodical

    16

  • Issue of the periodical within the volume

    neuveden

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    9

  • Pages from-to

    2999-3007

  • UT code for WoS article

    000598575900001

  • EID of the result in the Scopus database

    2-s2.0-85099218964