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Polysubstituted 5‐Phenylazopyrimidines Extremely Fast Non‐Ionic Photochromic Oscillators

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F20%3A00524472" target="_blank" >RIV/61388963:_____/20:00524472 - isvavai.cz</a>

  • Result on the web

    <a href="https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202007065" target="_blank" >https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202007065</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/anie.202007065" target="_blank" >10.1002/anie.202007065</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Polysubstituted 5‐Phenylazopyrimidines Extremely Fast Non‐Ionic Photochromic Oscillators

  • Original language description

    Photochromic systems with ultrahigh rate of thermal relaxation are highly desirable for development of new efficient photochromic oscillators. Based on DFT calculations, we designed a series of 5‐phenylazopyrimidines with strong push‐pull character in silico and observed very low energy barriers of thermal ( Z )‐to‐( E ) isomerization. The structure of the ( Z )‐isomer of the slowest derivative in the series was confirmed by NMR with in situ irradiation at low temperature. The substituents can tune the lifetime of thermal back isomerization from hundreds of ms to several ns (8 orders of magnitude). The photoswitching parameters were extracted from transient absorption techniques and a dominant rotation mechanism of the ( Z )‐to‐( E ) thermal fading was proposed based on DFT calculations.

  • 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

    10403 - Physical chemistry

Result continuities

  • Project

    <a href="/en/project/GA18-11851S" target="_blank" >GA18-11851S: Intermolecular interactions studied by NMR spectroscopy and advanced quantum-chemical calculations</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

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

    Angewandte Chemie - International Edition

  • ISSN

    1433-7851

  • e-ISSN

  • Volume of the periodical

    59

  • Issue of the periodical within the volume

    36

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    5

  • Pages from-to

    15590-15594

  • UT code for WoS article

    000550477900001

  • EID of the result in the Scopus database

    2-s2.0-85088138482