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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2024

Kód důvěrnosti údajů

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

Název periodika

Journal of molecular liquids

ISSN

0167-7322

e-ISSN

1873-3166

Svazek periodika

406

Číslo periodika v rámci svazku

July

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

6

Strana od-do

"Article Number:125134"

Kód UT WoS článku

001248424000001

EID výsledku v databázi Scopus

2-s2.0-85194585598