Theoretical study of hydrolysis of an imine oxime in aqueous solution and crystal structure and spectroscopic characterization of a platinum(II) complex containing the hydrolysis product

Kaya, Yunus; Yılmaz, Veysel T.

doi:10.1007/s11224-013-0273-6

Cited by 15 publications

(6 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The CN and NO bonds of oxime group were determined as 1.287 and 1.096 Å, respectively. These bond lengths are compatible with the data of other oxime molecules in the literature [16,17] In addition, C9-C10-C11 and O1-C9-C10 bond angles of propyl group were performed at 112.0 and 107.8, respectively.…”

Section: Conformational Analysis and Optimized Structuresupporting

confidence: 88%

Conformational analysis, spectroscopic (FTIR, NMR and UV-Vis.), molecular docking and quantum chemical simulation studies of 1-phenylethanone-O-pyropyl oxime ether

Kucuk¹,

Kaya²

2018

Journal of Innovative Science and Engineering (JISE)

Self Cite

View full text Add to dashboard Cite

The stable conformer of the synthesized 1-phenylethanone-O-pyropyl oxime ether (PEPOE) has been determined by potential energy profile analysis. All the structural parameters of PEPOE were identified by Density Functional Theory (DFT) with B3LYP method and 6-311++G(d,p) basis set. The spectroscopic properties, FTIR, NMR and UV-Vis results have been theoretically calculated and compared with experimental data. The highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) energies and the electron density distribution were performed by same level.The heat capacity, entropy, and enthalpy of the PEPOE have been calculated at temperature range from 100 to 1000 C. In addition, the molecular docking studies with DNA and Human Serum Albumin (HSA) structures have been performed to find the most preferred binding mode of the ligand inside the DNA and HSA cavity. As a result of these studies, the binding free energies of DNA and HSA have been calculated as -20.92 and -26.78 kJ/mol, respectively. The results show that these calculations are valuable for providing insight into molecular properties of the oxime ether compounds.

show abstract

Section: Conformational Analysis and Optimized Structuresupporting

confidence: 88%

Conformational analysis, spectroscopic (FTIR, NMR and UV-Vis.), molecular docking and quantum chemical simulation studies of 1-phenylethanone-O-pyropyl oxime ether

Kucuk¹,

Kaya²

2018

Journal of Innovative Science and Engineering (JISE)

Self Cite

View full text Add to dashboard Cite

show abstract

“…The bond distances in Figure 5 show that the double bonds in the molecule are localized between the C8 and N2 and the C7 and N3 atoms, resulting in bond lengths of 1.267 and 1.281 Å, respectively. The CN bond distances in nppeieoH are comparable to the corresponding bonds found in the similar oxime derivatives [13,14]. The crystal structure is formed by linking two molecules together with a water molecule.…”

Section: Resultssupporting

confidence: 54%

“…Concerning the role of the water molecule as a hydrolysis product in the oxime and imine oxime compounds, kinetic and mechanistic studies of these compounds are of special importance [13,14]. There have been few reports concerning their hydrolysis in the literature.…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, the hydrolysis of cyclohexanone oxime has been theoretically proposed [21]. Recently, we studied the hydrolysis of an imine oxime, namely (1 E ,2 E )-phenyl-[(1-phenylethyl)imino]-ethanal oxime (ppeieoH), in aqueous solution theoretically [14]. However, the theoretical study of the mechanism of the hydrolysis of nppeieoH has not been found in the literature.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis, Spectroscopic, Structural and Quantum Chemical Studies of a New Imine Oxime and Its Palladium(II) Complex: Hydrolysis Mechanism

2016

Self Cite

View full text Add to dashboard Cite

Abstract:In this work, we report synthesis, crystallographic, spectroscopic and quantum chemical studies of a new imine oxime, namely (4-nitro-phenyl)-(1-phenyl-ethylimino)-acetaldehyde oxime (nppeieoH). Spectroscopic and X-ray diffraction studies showed that nppeieoH is hydrolyzed in aqueous solution, forming nitroisonitrosoacetophenone (ninap) and the hydrolysis product binds to Pd(II) to yield [Pd(nppeieo)(ninap)]. The mechanism of the hydrolysis reaction has been theoretically investigated in detail, using density functional theory (DFT) with the B3LYP method. The vibrational and the electronic spectra of nppeieoH and its Pd(II) complex, the HOMO and LUMO analysis, Mulliken atomic charges and molecular electrostatic potential were also performed. The predicted nonlinear optical properties of both compounds are higher than those of urea.

show abstract

“…Uv-vis spectrophotometer model UV-mini 1240 with the most important specifications listed in the table 2 used to record the absorption, transmission, absorption coefficients, and the band gap energy of the isonitrosoacetophenone sample dissolved in different concentrations of water was manufactured by Shimadzu Japan [6].…”

Section: Uv-vis Spectrometermentioning

confidence: 99%

Study of the Optical Properties of Isonitrosoacetophenone (C8H7NO2) Using UV-Vis Spectroscopy

Ahmed¹,

Haroun²,

Bakheet³

et al. 2019

JPMT

View full text Add to dashboard Cite

In this work, the optical properties (absorption, absorption coefficient, refractive index, band-gap energy, extension coefficient, and reflection) of the five samples of isonitrosoacetophenone (C 8 H 7 NO 2) was studied using Uv-Vis spectroscopy. The C 8 H 7 NO 2 was dissolved in different amounts of (0.5, 1, 1.5, and 2) ml of distilled water. The effect of concentration on the optical properties of C 8 H 7 NO 2 was investigated experimentally and it was shown that the different values of the calculated optical properties are clearly affected by the concentrations of the C 8 H 7 NO 2 compound. In addition, when the isonitrosoacetophenone is mixed with 2.0 ml of water the absorbance rate of the pure isonitrosoacetophenone was shown to be decreased from 2.7×10-4 (a. u.) at 278 nm to 1×10-4 (a. u.) at the same wavelength. Furthermore, the transmission of C 8 H 7 NO 2 was shifted towards the shorter wavelength as the concentration of water is increased, which is starts from ~346 nm for pure isonitrosoacetophenone and decreased to ~ 300 nm when mixed with 2.0 ml of water. The important finding of this work was that the compound C 8 H 7 NO 2 is opaque (non-transmittance) material from the wavelength of 220 to 300 nm which corresponds to the UV portion of the electromagnetic spectrum and this suggests more study in this area.

show abstract

Theoretical study of hydrolysis of an imine oxime in aqueous solution and crystal structure and spectroscopic characterization of a platinum(II) complex containing the hydrolysis product

Cited by 15 publications

References 46 publications

Conformational analysis, spectroscopic (FTIR, NMR and UV-Vis.), molecular docking and quantum chemical simulation studies of 1-phenylethanone-O-pyropyl oxime ether

Conformational analysis, spectroscopic (FTIR, NMR and UV-Vis.), molecular docking and quantum chemical simulation studies of 1-phenylethanone-O-pyropyl oxime ether

Synthesis, Spectroscopic, Structural and Quantum Chemical Studies of a New Imine Oxime and Its Palladium(II) Complex: Hydrolysis Mechanism

Study of the Optical Properties of Isonitrosoacetophenone (C<sub>8</sub>H<sub>7</sub>NO<sub>2</sub>) Using UV-Vis Spectroscopy

Contact Info

Product

Resources

About

Theoretical study of hydrolysis of an imine oxime in aqueous solution and crystal structure and spectroscopic characterization of a platinum(II) complex containing the hydrolysis product

Cited by 15 publications

References 46 publications

Conformational analysis, spectroscopic (FTIR, NMR and UV-Vis.), molecular docking and quantum chemical simulation studies of 1-phenylethanone-O-pyropyl oxime ether

Conformational analysis, spectroscopic (FTIR, NMR and UV-Vis.), molecular docking and quantum chemical simulation studies of 1-phenylethanone-O-pyropyl oxime ether

Synthesis, Spectroscopic, Structural and Quantum Chemical Studies of a New Imine Oxime and Its Palladium(II) Complex: Hydrolysis Mechanism

Study of the Optical Properties of Isonitrosoacetophenone (C&lt;sub&gt;8&lt;/sub&gt;H&lt;sub&gt;7&lt;/sub&gt;NO&lt;sub&gt;2&lt;/sub&gt;) Using UV-Vis Spectroscopy

Contact Info

Product

Resources

About

Study of the Optical Properties of Isonitrosoacetophenone (C<sub>8</sub>H<sub>7</sub>NO<sub>2</sub>) Using UV-Vis Spectroscopy