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Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole-Annelated Phthalocyanines

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F15%3A10317262" target="_blank" >RIV/00216208:11160/15:10317262 - isvavai.cz</a>

  • Result on the web

    <a href="http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500785/full" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500785/full</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/ejoc.201500785" target="_blank" >10.1002/ejoc.201500785</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole-Annelated Phthalocyanines

  • Original language description

    Phthalocyanines with annelated thiazole rings were synthesised by cyclotetramerisation of benzothiazoledicarbonitriles. Three types of these dicarbonitriles with ortho-configuration were prepared from disubstituted anilines and their cyclisation led to all possible patterns of annelation in the phthalocyanine skeleton. Further substitution at the periphery of the macrocycle by methyl or tert-butyl substituents was realised to improve the solubility or to allow further derivatisation of target molecules.The characteristic UV/Vis spectral Q-bands were shifted to higher wavelengths (712-729 nm) because of the higher delocalisation, and fluorescence quantum yields increased compared with isoelectronic naphthalocyanines. Aggregation properties of the studied phthalocyanines were dependent on the type of isomer. The effects of the annelation pattern on the redox potentials were also investigated. Experimental data are compared with theoretical values obtained by DFT calculations.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2015

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    European Journal of Organic Chemistry

  • ISSN

    1434-193X

  • e-ISSN

  • Volume of the periodical

    2015

  • Issue of the periodical within the volume

    32

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    16

  • Pages from-to

    7053-7068

  • UT code for WoS article

    000364532000011

  • EID of the result in the Scopus database

    2-s2.0-84946209272