Study of the electronic effect and quantitative spectra predictions of o -methoxyaniline-terminated monoazonaphthols: a combined experimental and DFT study
A combined experimental and density functional theory (DFT) study on the UV-Vis spectra of o -methoxyaniline-terminated mono azo dyes was conducted. By applying time-dependent-DFT calculations, details of excitation processes were determined and visualization by hole–electron analysis was undertaken...
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Veröffentlicht in: | RSC advances 2023-11, Vol.13 (48), p.33736-33742 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A combined experimental and density functional theory (DFT) study on the UV-Vis spectra of
o
-methoxyaniline-terminated mono azo dyes was conducted. By applying time-dependent-DFT calculations, details of excitation processes were determined and visualization by hole–electron analysis was undertaken. Fragment-divided analysis revealed the contributions of different parts of the structures for the UV-Vis spectra, that richer/poorer electron density on aromatic rings lead to greater/less maximum absorption wavelengths (
λ
max
) and larger/smaller half peak width (
W
1/2
). Combining theoretical prediction with experimental verification, we answered the question of how the electronegativities of substituents affected the electron densities and how it affected the spectra. In addition, a linear model connecting the
λ
max
and
W
1/2
to the chemical shifts obtained by NMR spectroscopy was constructed, which laid the foundation for construction of a spectral library. |
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ISSN: | 2046-2069 2046-2069 |
DOI: | 10.1039/d3ra05518c |