Synthesis, spectroscopic and DFT investigation of dimethyl-2-(5-acetyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-(triphenylphosphinylidene)succinate

• Published in: Journal of molecular structure Vol. 985; no. 1; pp. 120 - 127
• Main Authors: Vessally, E., Fereyduni, E., Erdogdu, Y., Habibi, A., Eskandari, K., Gulluoglu, M.T.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15-01-2011
• Subjects: Computation; Density functional theory; Dimethyl-2-(5-acetyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-(triphenylphosphinylidene)succinate; energy; Energy distribution; GIAO; Ground state; Infrared spectra; Mathematical analysis; mechanics; nuclear magnetic resonance spectroscopy; Quantum mechanics; Spectra; succinic acid; Synthesis; Vibrational spectra; Wavenumber; GIAO; Density functional theory; Dimethyl-2-(5-acetyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-(triphenylphosphinylidene)succinate; Infrared spectra; Vibrational spectra
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2010.10.031

Dimethyl-2-(5-acetyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-(triphenylphosphinylidene)succinate has been synthesized and characterized by elemental analysis, FT-IR and
1H,
13C and
31P NMR. The vibrational wavenumbers, gauge including atomic orbital (GIAO)
1H and
13C chemical shift values of title compound in the ground state have been computed with density functional theory method (DFT) and the B3LYP functional. The basis sets used are 6-311G(d,p) and 6-31G(d). The harmonic vibrational wavenumbers have been computed and the scaled values have been compared with the experimental FT-IR spectra. The complete assignments have been performed on basis of the total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method. Most of the computed wavenumbers are found to be in good agreement with the observed spectrum.