TY - JOUR

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.

KW - Amines

KW - Crystal structure

KW - DFT

KW - IR spectroscopy

KW - Raman scattering

KW - Stilbenes

KW - CRYSTAL-STRUCTURE

KW - ANILINE

KW - OPTICAL-PROPERTIES

KW - AMYLOID PLAQUES

KW - CIS-TRANS ISOMERIZATION

KW - AGENTS

KW - PHOTOCHEMICAL-REACTIONS

KW - SPECTRA

KW - DERIVATIVES

KW - ASSIGNMENTS

UR - http://www.scopus.com/inward/record.url?scp=85053139522&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2018.07.088

DO - 10.1016/j.molstruc.2018.07.088

M3 - Article

AN - SCOPUS:85053139522

VL - 1175

SP - 287

EP - 296

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -