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Synthesis and Stereochemical Behavior of Dioxa[6]helicene Derivatives

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F21%3A00543526" target="_blank" >RIV/61388963:_____/21:00543526 - isvavai.cz</a>

  • Result on the web

    <a href="https://doi.org/10.1002/slct.202100583" target="_blank" >https://doi.org/10.1002/slct.202100583</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/slct.202100583" target="_blank" >10.1002/slct.202100583</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and Stereochemical Behavior of Dioxa[6]helicene Derivatives

  • Original language description

    We constructed a helically chiral dioxa[6]helicene by assembling simple phenol building blocks by a combination of two simple reactions involving oxidative cross-coupling followed by dehydrative cyclization. X-ray analysis and density functional calculations (DFT) revealed that the compound dioxa[6]helicene has a helical structure that undergoes helical inversion rapidly at room temperature. We were able to detect the presence of resolvable helical isomers of (−)-menthyloxycarbonyl derivative of dioxa[6]helicene by recording 1H NMR spectra below 0 °C. The investigations of photo physical properties by cyclic voltammetry, UV/Vis- and fluorescence properties with the aid of time-dependent DFT calculations were undertaken.

  • 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

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2021

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    ChemistrySelect

  • ISSN

    2365-6549

  • e-ISSN

    2365-6549

  • Volume of the periodical

    6

  • Issue of the periodical within the volume

    17

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    6

  • Pages from-to

    4035-4040

  • UT code for WoS article

    000656879800001

  • EID of the result in the Scopus database

    2-s2.0-85107551059