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Arylazoindazole photoswitches

  1. TitleArylazoindazole photoswitches
    Subtitlefacile synthesis and functionalization via SNAr substitution
    Author infoRaquel Travieso-Puente ... [et al.]
    Author Travieso-Puente Raquel (15%)
    Co-authors Budzák Šimon 1982- (14%) UMBFP08 - Katedra chémie
    Chen Juan (14%)
    Stacko Peter (14%)
    Jastrzebski Johann T. B. H. (14%)
    Jacquemin Denis (14%)
    Otten Edwin (15%)
    Source document Journal of the American Chemical Society. Vol. 139, no. 9 (2017), pp. 3328-3331. - Washington : The American Chemical Society, 2017
    Keywords arylazoindazoles   arylindazoly   fotoprepínače - photoswitches  
    LanguageEnglish
    CountryUnited States of America
    systematics 66.0
    AnnotationA straightforward synthetic route to arylazoindazoles via nucleophilic aromatic substitution is presented. Upon deprotonation of the NH group, a C(6)F(5-)substituted formazan undergoes facile cydization as a result of intermolecular nucleophilic substitution (SNAr). This new class of azo photoswitches containing an indazole five-membered heterocycle shows photochemical isomerization with high fatigue resistance. In addition, the Z-isomers have long thermal half-lives in the dark of up to several days at room temperature. The fluorinated indazole group offers a handle for further functionalization and tuning of its properties, as it is shown to be susceptible to a subsequent, highly selective nucleophilic displacement reaction.
    Public work category ADC
    No. of Archival Copy41291
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    Catal.org.BB301 - Univerzitná knižnica Univerzity Mateja Bela v Banskej Bystrici
    Databasexpca - PUBLIKAČNÁ ČINNOSŤ
    ReferencesPERIODIKÁ-Súborný záznam periodika
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Number of the records: 1  

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