INQUINOA   21218
INSTITUTO DE QUIMICA DEL NOROESTE
Unidad Ejecutora - UE
artículos
Título:
Structural and vibrational study of 2-(2'-furyl)-4,5-1H dihydroimidazole
Autor/es:
J. ZINCZUK; A. E. LEDESMA; S. A. BRANDÁN; O. E. PIRO; J. J. LÓPEZ GONZÁLEZ; A. BEN ALTABEF
Revista:
J. Phys. Org. Chem.
Editorial:
John Wiley & Sons
Referencias:
Año: 2009 vol. 22 p. 1166 - 1177
ISSN:
1099-1395
Resumen:
In this study 2-(2(-furyl)-4,5-1H-dihydroimidazole (1) was prepared and then it was characterized by infrared, Raman,
and multidimensional nuclearQ3 magnetic resonance (NMR) spectroscopies. The crystal and molecular structures of 1
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
and multidimensional nuclearQ3 magnetic resonance (NMR) spectroscopies. The crystal and molecular structures of 1
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
(-furyl)-4,5-1H-dihydroimidazole (1) was prepared and then it was characterized by infrared, Raman,
and multidimensional nuclearQ3 magnetic resonance (NMR) spectroscopies. The crystal and molecular structures of 1
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
nuclearQ3 magnetic resonance (NMR) spectroscopies. The crystal and molecular structures of 1
were determined by X-ray diffraction methods. The density functional theory (DFT) and second-order MøllerPlesset
theory (MP2) with Poples basis set show that there are two conformers for the title molecule that have been
theoretically determined in the gas phase, and that only one of them, conformer I, is present in the solid phase. NMR
spectra observed for 1 were successfully compared with the calculated chemical shifts at the B3LYP/6-311RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
RRG** level
of the theory for this conformer. The harmonic vibrational frequencies for the optimized geometry of this latter
conformer were calculated at the B3LYP/6-311RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.
RRG** level in the approximation of the isolated molecule. For a
complete assignment of the IR and Raman spectra in the solid phase of 1, DFT calculations were combined with Pulay´ s
scaled quantum mechanics force field (SQMFF) methodology to fit the theoretical frequency values to the experimental
ones.