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A correction of the neglected tautomerism in the spectra prediction of o-methoxyaniline terminated monoazonaphthols: DFT and 15 N NMR study

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F24%3A50021649" target="_blank" >RIV/62690094:18470/24:50021649 - isvavai.cz</a>

  • Result on the web

    <a href="https://www.sciencedirect.com/science/article/pii/S0167732224011905?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0167732224011905?via%3Dihub</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.molliq.2024.125134" target="_blank" >10.1016/j.molliq.2024.125134</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    A correction of the neglected tautomerism in the spectra prediction of o-methoxyaniline terminated monoazonaphthols: DFT and 15 N NMR study

  • Original language description

    In a paper of Zhu and co-workers (&quot;Study of the electronic effect and quantitative spectra predictions of omethoxyanilineterminated monoazonaphthols: a combined experimental and DFT study&quot; by Guoxun Zhu, Yan Lin, Wenxian Zhou, Huacan Song and Zhengquan Li, RSC Advances, 2023, 13, 33736), the authors derived a protocol for the absorption spectra prediction is sulphonated azo naphthols assuming that they exist as single azo tautomers. However, as it is well known before and as shown by the available experimental data and the calculations, performed in this note, the studied dyes exist almost solely in hydrazone tautomeric form, which unavoidably affects the conclusions and linear relations made in the original paper. A detailed benchmarking on the spectra prediction, involving 39 density functionals (33 of them hybrid and 6 - pure) indicates that there is no a functional correctly predicting the absorption spectra of the tautomers in azo naphthols.

  • 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

    2024

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Journal of molecular liquids

  • ISSN

    0167-7322

  • e-ISSN

    1873-3166

  • Volume of the periodical

    406

  • Issue of the periodical within the volume

    July

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    6

  • Pages from-to

    "Article Number:125134"

  • UT code for WoS article

    001248424000001

  • EID of the result in the Scopus database

    2-s2.0-85194585598