TY - JOUR

T1 - Theoretical modelling of structure, vibrational and UV–vis absorbance spectra of rubrofusarin molecule

AU - Gulyaev, A.

AU - Povolotckaia, A.

AU - Pankin, D.

AU - Borisov, E.

AU - Belyakov, M.

AU - Moskovskiy, M.

AU - Borzen, S.

PY - 2023/3

Y1 - 2023/3

N2 - The structure of the rubrofusarin molecule (CAS: 3567-00-8, IUPAC name 5,6-dihydroxy-8-methoxy-2-methyl-4H-benzo[g]chromen-4-one, molecular formula C15H12O5) and its possible rotational conformers and tautomer were investigated within DFT approach. It was noted that for a stable molecules the group symmetry is close to Cs. The smallest potential barrier for rotational conformers is associated with the methoxy group rotation. The rotation of hydroxyl groups leads to a stable states that are substantially higher in energy than the ground state. Modeling and interpretation of vibrational spectra for the case of the ground state molecule in the gas phase and methanol solution was carried out, the influence of the solvent is discussed. The modelling of electronic singlet transition within the TD-DFT approach and the interpretation of obtained UV-vis absorbance spectra were carried out. A relatively small shift in the two most active absorption bands wavelength takes place for methoxy group rotation conformer. At the same time the redshift of the HOMO-LUMO transition takes place for this conformer. Much larger long wavelength shift of the absorption bands was noted for the tautomer.

AB - The structure of the rubrofusarin molecule (CAS: 3567-00-8, IUPAC name 5,6-dihydroxy-8-methoxy-2-methyl-4H-benzo[g]chromen-4-one, molecular formula C15H12O5) and its possible rotational conformers and tautomer were investigated within DFT approach. It was noted that for a stable molecules the group symmetry is close to Cs. The smallest potential barrier for rotational conformers is associated with the methoxy group rotation. The rotation of hydroxyl groups leads to a stable states that are substantially higher in energy than the ground state. Modeling and interpretation of vibrational spectra for the case of the ground state molecule in the gas phase and methanol solution was carried out, the influence of the solvent is discussed. The modelling of electronic singlet transition within the TD-DFT approach and the interpretation of obtained UV-vis absorbance spectra were carried out. A relatively small shift in the two most active absorption bands wavelength takes place for methoxy group rotation conformer. At the same time the redshift of the HOMO-LUMO transition takes place for this conformer. Much larger long wavelength shift of the absorption bands was noted for the tautomer.

UR - https://discovery.researcher.life/article/theoretical-modelling-of-structure-vibrational-and-uv-vis-absorbance-spectra-of-rubrofusarin-molecule/01f5b83ae3ab3370b8fe7c004d47f732

UR - https://www.x-mol.net/paper/article/1623918989075890176

M3 - Article

VL - 293

JO - SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY

JF - SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY

SN - 1386-1425

ER -