Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations

2014
Authors
Shweshein, Khalil Salem A. M.Andrić, Filip

Radoičić, Aleksandra D.

Zlatar, Matija

Gruden-Pavlović, Maja

Tešić, Živoslav

Milojković-Opsenica, Dušanka

Article (Published version)

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The lipophilicity of ten ruthenium(II)-arene complexes was assessed by reversed-phase thin-layer chromatography (RP-TLC) on octadecyl silica stationary phase. The binary solvent systems composed of water and acetonitrile were used as mobile phase in order to determine chromatographic descriptors for lipophilicity estimation. Octanol-water partition coefficient, logK(OW), of tested complexes was experimentally determined using twenty-eight standard solutes which were analyzed under the same chromatographic conditions as target substances. In addition, ab initio density functional theory (DFT) computational approach was employed to calculate logK(OW) values from the differences in Gibbs' free solvation energies of the solute transfer from n-octanol to water. A good overall agreement between DFT calculated and experimentally determined logK(OW) values was established (R-2 = 0.8024-0.9658).
Source:
Scientific World Journal, 2014Publisher:
- Hindawi Publishing Corporation, New York
Funding / projects:
- Structure-properties relationships of natural and synthetic molecules and their metal complexes (RS-172017)
DOI: 10.1155/2014/862796
ISSN: 1537-744X
PubMed: 24587761
WoS: 000330736300001
Scopus: 2-s2.0-84893984965
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IHTMTY - JOUR AU - Shweshein, Khalil Salem A. M. AU - Andrić, Filip AU - Radoičić, Aleksandra D. AU - Zlatar, Matija AU - Gruden-Pavlović, Maja AU - Tešić, Živoslav AU - Milojković-Opsenica, Dušanka PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1538 AB - The lipophilicity of ten ruthenium(II)-arene complexes was assessed by reversed-phase thin-layer chromatography (RP-TLC) on octadecyl silica stationary phase. The binary solvent systems composed of water and acetonitrile were used as mobile phase in order to determine chromatographic descriptors for lipophilicity estimation. Octanol-water partition coefficient, logK(OW), of tested complexes was experimentally determined using twenty-eight standard solutes which were analyzed under the same chromatographic conditions as target substances. In addition, ab initio density functional theory (DFT) computational approach was employed to calculate logK(OW) values from the differences in Gibbs' free solvation energies of the solute transfer from n-octanol to water. A good overall agreement between DFT calculated and experimentally determined logK(OW) values was established (R-2 = 0.8024-0.9658). PB - Hindawi Publishing Corporation, New York T2 - Scientific World Journal T1 - Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations DO - 10.1155/2014/862796 ER -
@article{ author = "Shweshein, Khalil Salem A. M. and Andrić, Filip and Radoičić, Aleksandra D. and Zlatar, Matija and Gruden-Pavlović, Maja and Tešić, Živoslav and Milojković-Opsenica, Dušanka", year = "2014", abstract = "The lipophilicity of ten ruthenium(II)-arene complexes was assessed by reversed-phase thin-layer chromatography (RP-TLC) on octadecyl silica stationary phase. The binary solvent systems composed of water and acetonitrile were used as mobile phase in order to determine chromatographic descriptors for lipophilicity estimation. Octanol-water partition coefficient, logK(OW), of tested complexes was experimentally determined using twenty-eight standard solutes which were analyzed under the same chromatographic conditions as target substances. In addition, ab initio density functional theory (DFT) computational approach was employed to calculate logK(OW) values from the differences in Gibbs' free solvation energies of the solute transfer from n-octanol to water. A good overall agreement between DFT calculated and experimentally determined logK(OW) values was established (R-2 = 0.8024-0.9658).", publisher = "Hindawi Publishing Corporation, New York", journal = "Scientific World Journal", title = "Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations", doi = "10.1155/2014/862796" }
Shweshein, K. S. A. M., Andrić, F., Radoičić, A. D., Zlatar, M., Gruden-Pavlović, M., Tešić, Ž.,& Milojković-Opsenica, D.. (2014). Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations. in Scientific World Journal Hindawi Publishing Corporation, New York.. https://doi.org/10.1155/2014/862796
Shweshein KSAM, Andrić F, Radoičić AD, Zlatar M, Gruden-Pavlović M, Tešić Ž, Milojković-Opsenica D. Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations. in Scientific World Journal. 2014;. doi:10.1155/2014/862796 .
Shweshein, Khalil Salem A. M., Andrić, Filip, Radoičić, Aleksandra D., Zlatar, Matija, Gruden-Pavlović, Maja, Tešić, Živoslav, Milojković-Opsenica, Dušanka, "Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations" in Scientific World Journal (2014), https://doi.org/10.1155/2014/862796 . .