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Inherent chirality through a simple dialkylation of 2,14-dithiacalix[4]arene

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43920949" target="_blank" >RIV/60461373:22310/20:43920949 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22810/20:43920949

  • Result on the web

    <a href="https://pubs.rsc.org/en/content/articlehtml/2020/nj/d0nj03468a" target="_blank" >https://pubs.rsc.org/en/content/articlehtml/2020/nj/d0nj03468a</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/d0nj03468a" target="_blank" >10.1039/d0nj03468a</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Inherent chirality through a simple dialkylation of 2,14-dithiacalix[4]arene

  • Original language description

    The dialkylation of 2,14-dithiacalix[4]arene was studied employing various synthetic procedures known for the parent macrocycles (thiacalixarenes and/or classical calixarenes). The best results for distal dialkylation were achieved using the Mitsunobu reaction with the corresponding alcohols. Interestingly, due to the lower symmetry of the starting compound, the dialkylated derivatives represent inherently chiral systems. The introduction of chiral substituents thus leads to mixtures of diastereomers potentially useful for the separation of individual stereoisomers as demonstrated by chiral HPLC. The conformational behavior of the novel compounds was studied both in solution (NMR) and in the solid state (X-ray). © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

  • 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/GA19-08273S" target="_blank" >GA19-08273S: Calixarene derivatives with mixed bridging units</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

    New Journal of Chemistry

  • ISSN

    1144-0546

  • e-ISSN

  • Volume of the periodical

    44

  • Issue of the periodical within the volume

    34

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    9

  • Pages from-to

    14496-14504

  • UT code for WoS article

    000564479900020

  • EID of the result in the Scopus database

    2-s2.0-85091212812