Vibrational spectroscopy and X-ray study of three stilbene dyes combined with DFT calculations

Research output

3 Citations (Scopus)

Abstract

Stilbene and its derivatives have a wide application in materials science and biomedical investigations where they are used as the active optical medium or bioactive agents. To provide these researches with new knowledge about stilbenes properties we have performed the structural and spectroscopic analysis of three amino derivatives of trans-stilbene. The DFT calculations in hybrid B3LYP version employing 6-31G (d,p) basis set were used to support the experimental results. The calculated optimized geometries together with the crystal structure obtained from X-ray analysis indicate that all three molecular structures include practically planar stilbene moiety with almost coplanar amino group. The inversion center was revealed in the structure of 4,4′-diaminostilbene. The Raman and IR spectra were registered for solid state in the range of 150–3500 and 500-3500 cm−1, respectively. On the basis of good agreement between the computed frequencies and experimental ones, the thorough vibrational assignment was made. The vibrations of phenyl rings, ethylenic bridge and amino (dimethylamino) group are discussed in detail. The main features of vibrational spectra are revealed for the considered stilbene dyes.

Original languageEnglish
Pages (from-to)287-296
Number of pages10
JournalJournal of Molecular Structure
Volume1175
DOIs
Publication statusPublished - 5 Jan 2019

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Stilbenes
Vibrational spectroscopy
Discrete Fourier transforms
Coloring Agents
X rays
Derivatives
Spectroscopic analysis
X ray analysis
Vibrational spectra
Materials science
Structural analysis
Molecular structure
Crystal structure
Geometry

Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Inorganic Chemistry
  • Organic Chemistry

Cite this

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title = "Vibrational spectroscopy and X-ray study of three stilbene dyes combined with DFT calculations",
abstract = "Stilbene and its derivatives have a wide application in materials science and biomedical investigations where they are used as the active optical medium or bioactive agents. To provide these researches with new knowledge about stilbenes properties we have performed the structural and spectroscopic analysis of three amino derivatives of trans-stilbene. The DFT calculations in hybrid B3LYP version employing 6-31G (d,p) basis set were used to support the experimental results. The calculated optimized geometries together with the crystal structure obtained from X-ray analysis indicate that all three molecular structures include practically planar stilbene moiety with almost coplanar amino group. The inversion center was revealed in the structure of 4,4′-diaminostilbene. The Raman and IR spectra were registered for solid state in the range of 150–3500 and 500-3500 cm−1, respectively. On the basis of good agreement between the computed frequencies and experimental ones, the thorough vibrational assignment was made. The vibrations of phenyl rings, ethylenic bridge and amino (dimethylamino) group are discussed in detail. The main features of vibrational spectra are revealed for the considered stilbene dyes.",
keywords = "Amines, Crystal structure, DFT, IR spectroscopy, Raman scattering, Stilbenes, CRYSTAL-STRUCTURE, ANILINE, OPTICAL-PROPERTIES, AMYLOID PLAQUES, CIS-TRANS ISOMERIZATION, AGENTS, PHOTOCHEMICAL-REACTIONS, SPECTRA, DERIVATIVES, ASSIGNMENTS",
author = "Solovyeva, {Elena V.} and Smirnov, {Alexey N.} and Odintsova, {Olga V.} and Starova, {Galina L.} and Denisova, {Anna S.}",
year = "2019",
month = "1",
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language = "English",
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T1 - Vibrational spectroscopy and X-ray study of three stilbene dyes combined with DFT calculations

AU - Solovyeva, Elena V.

AU - Smirnov, Alexey N.

AU - Odintsova, Olga V.

AU - Starova, Galina L.

AU - Denisova, Anna S.

PY - 2019/1/5

Y1 - 2019/1/5

N2 - Stilbene and its derivatives have a wide application in materials science and biomedical investigations where they are used as the active optical medium or bioactive agents. To provide these researches with new knowledge about stilbenes properties we have performed the structural and spectroscopic analysis of three amino derivatives of trans-stilbene. The DFT calculations in hybrid B3LYP version employing 6-31G (d,p) basis set were used to support the experimental results. The calculated optimized geometries together with the crystal structure obtained from X-ray analysis indicate that all three molecular structures include practically planar stilbene moiety with almost coplanar amino group. The inversion center was revealed in the structure of 4,4′-diaminostilbene. The Raman and IR spectra were registered for solid state in the range of 150–3500 and 500-3500 cm−1, respectively. On the basis of good agreement between the computed frequencies and experimental ones, the thorough vibrational assignment was made. The vibrations of phenyl rings, ethylenic bridge and amino (dimethylamino) group are discussed in detail. The main features of vibrational spectra are revealed for the considered stilbene dyes.

AB - Stilbene and its derivatives have a wide application in materials science and biomedical investigations where they are used as the active optical medium or bioactive agents. To provide these researches with new knowledge about stilbenes properties we have performed the structural and spectroscopic analysis of three amino derivatives of trans-stilbene. The DFT calculations in hybrid B3LYP version employing 6-31G (d,p) basis set were used to support the experimental results. The calculated optimized geometries together with the crystal structure obtained from X-ray analysis indicate that all three molecular structures include practically planar stilbene moiety with almost coplanar amino group. The inversion center was revealed in the structure of 4,4′-diaminostilbene. The Raman and IR spectra were registered for solid state in the range of 150–3500 and 500-3500 cm−1, respectively. On the basis of good agreement between the computed frequencies and experimental ones, the thorough vibrational assignment was made. The vibrations of phenyl rings, ethylenic bridge and amino (dimethylamino) group are discussed in detail. The main features of vibrational spectra are revealed for the considered stilbene dyes.

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KW - Crystal structure

KW - DFT

KW - IR spectroscopy

KW - Raman scattering

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KW - ANILINE

KW - OPTICAL-PROPERTIES

KW - AMYLOID PLAQUES

KW - CIS-TRANS ISOMERIZATION

KW - AGENTS

KW - PHOTOCHEMICAL-REACTIONS

KW - SPECTRA

KW - DERIVATIVES

KW - ASSIGNMENTS

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