Synthesis of fragrant 1,3-diazaadamantan-6-ones

Кузнецов, А. И.; Alasadi, R. T.; Senan, I. M.; Serova, T. M.

doi:10.1007/s11172-014-0719-z

Cited by 7 publications

(3 citation statements)

References 12 publications

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“…The IR spectra of molecules were calculated in the range of 0-4000 cm -1 . Comparison of the calculated and experimental results show a relatively good agreement despite that the experimental values were recorded in the solid state while the calculated values were studied in the gas phase [13]. However, overestimation of some frequencies was noticed, such as the ν O-H stretching of HBD.…”

Section: Vibrational Frequenciesmentioning

confidence: 60%

“…Table 2 shows the IR data of the experimental and calculated values of studied molecules. In the case of compound BD that was chosen as a model of these series, experimentally [13] absorption bands were shown at 2952 cm -1 (ν C-H, benzene), 1464 cm -1 (ν C=C, benzene), 880 cm -1 (ν C-H, benzene), 1707 cm -1 (ν C=O, ketone), 1605 cm -1 (ν Ph), which almost coincide with those of maxima obtained theoretically, as shown in Fig. 2.…”

Section: Vibrational Frequenciesmentioning

confidence: 99%

“…1,3-Diazaadamantane-6-one derivatives have attracted considerable attention for diverse applications. Recently, we reported the synthesis of a new series of 1,3-Diaza-adamantane-6-ones derivatives [13]. However, their structural geometry and vibrational properties have not been studied yet.…”

Section: ■ Introductionmentioning

confidence: 99%

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Theoretical Study on Molecular Structure and Electronic Properties of New 1,3-Diaza-adamantan-6-ones Derivatives

2020

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In this study, the structural geometry and vibrational frequencies (IR) of 1,3-Diaza-adamantane-6-ones derivatives including Adamantane (A), 1,3-Diaza-adamantan (D), 1,3-Diaza-adamantan-6-one (DO), 5-Benzyl-1,3-diaza-adamantan-6-one (BD), 5-(4-Hydroxybenzyl)-1,3-diaza-adamantan-6-one (HBD), 5-(4-Methoxybenzyl)-1,3-diaza-adamantan-6-one (MBD), and 5-(4-Hydroxy-3-methoxybenzyl)-1,3-diaza-adamantan-6-one (HMBD) were theoretically studied. In addition, molecular orbital energies, including the highest occupied molecular orbitals (HOMOs), and lowest unoccupied molecular orbitals (LUMOs), and electronic properties of the titled molecules were theoretically studied using the computational method. Optimized molecular structures were obtained by DFT method with the hybrid B3LYP functional at a relatively small basis set of 6-31G. The calculated vibrational wavenumbers were obtained using the same level of the theory mentioned above. The contributions to the molecular orbitals of adamantane and substituted-phenyl groups in the title compounds were determined. Moving from A to HMBD, a decrease in the value of LUMO and total energy are noticed, while an increase in the value of HOMO is noted. These findings are supported by the decreasing in the EHOMO-LUMO gap values. Furthermore, a decrease in the value of ionization potential (IP) is obtained, while an increase in the electronegativity (EA) is observed.

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Section: Vibrational Frequenciesmentioning

confidence: 60%

Section: Vibrational Frequenciesmentioning

confidence: 99%