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Diquats with Robust Chirality: Facile Resolution, Synthesis of Chiral Dyes, and Application as Selectors in Chiral Analysis

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F18%3A00490986" target="_blank" >RIV/61388963:_____/18:00490986 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216208:11310/18:10376036

  • Result on the web

    <a href="http://dx.doi.org/10.1002/chem.201800369" target="_blank" >http://dx.doi.org/10.1002/chem.201800369</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/chem.201800369" target="_blank" >10.1002/chem.201800369</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Diquats with Robust Chirality: Facile Resolution, Synthesis of Chiral Dyes, and Application as Selectors in Chiral Analysis

  • Original language description

    Diquats with extremely high racemization barriers with G(theor) of 233kJmol(-1) at 180 degrees C are described. Reported configurational robustness is due to a combination of two structural features: the rigid o-xylylene tether connecting the nitrogen atoms and the presence of two substituents in the bay region of the bipyridinium scaffold. The straightforward synthesis of diquats, plus facile resolution and derivatization make them attractive for chiral application studies. This is demonstrated by: 1)synthesis of the first non-racemic diquat dyes with pronounced chiroptical properties, and 2)capability of diquats to interact stereospecifically with chiral molecules. This suggests potential for diquat derivatives to be used as chiral selectors in separation methods.

  • 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

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

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

Others

  • Publication year

    2018

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Chemistry - A European Journal

  • ISSN

    0947-6539

  • e-ISSN

  • Volume of the periodical

    24

  • Issue of the periodical within the volume

    30

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    4

  • Pages from-to

    7601-7604

  • UT code for WoS article

    000434089500006

  • EID of the result in the Scopus database

    2-s2.0-85048062206