Solvent effects on the vibrational spectrum of 3-hydroxyflavone

Abstract

3-hydroxyflavone (3HF) is a widely studied molecule that acts as a simplified prototype of biological, more complex flavonoids. Its solvation mechanism is still under investigation. Here we report a joint experimental and simulation study of the vibrational properties of 3HF in gas phase and in simple liquids tetrachloromethane, chloroform and acetonitrile using infra-red (IR) and Raman spectroscopies. We find reasonably good agreement between the static and molecular dynamics simulations employing density functional theory at the level of generalised gradient approximation (GGA) and hybrid functionals, but the agreement with the experimental spectra is only reasonable in the case of the IR spectroscopy and relatively poor in the case of Raman spectroscopy. The results can, however, be used as a starting point for discussing the solvation behaviour of the flavonoids.

Tunable physics through coordination chemistry: formation on oxide surface of Ti and Al chelates with 3-hydroxyflavone capable of electron injection and light emission

“…4) and the vibrational bands were compared with the IR spectrum of 3HF (similar results were obtained for the thinner Al 2 O 3 layer, data not shown). The vibration centered at 1613 cm −1 is associated with CC and CO stretching in 3HF 7,39 and disappears once the molecule is anchored on the metal oxide. A peak centered at 1587 cm −1 (sample soaked at pH 8) and at 1595 cm −1 (prepared at pH = 4) appeared in the FTIR spectra of 3HF bound to Al 2 O 3 (Fig.…”

Influence of Intermolecular Interactions on Crystallite Size in Crystalline Solid Dispersions

“…It is noticeable that there was no significant change in the chemical shift of 5-OH in the CSD systems of all flavonoids [57]. Meanwhile, the a-ring is in the same plane as the b-ring, in which 3-OH can form an intramolecular hydrogen bond with the 4-carbonyl group [61]. The c-ring is attached to the b-ring by a single bond at C-2 and can be rotated [62].…”