Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations
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...
Saved in:
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2014-01-01
|
| Series: | The Scientific World Journal |
| Online Access: | http://dx.doi.org/10.1155/2014/862796 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832548830491443200 |
|---|---|
| author | Khalil Salem A. M. Shweshein Filip Andrić Aleksandra Radoičić Matija Zlatar Maja Gruden-Pavlović Živoslav Tešić Dušanka Milojković-Opsenica |
| author_facet | Khalil Salem A. M. Shweshein Filip Andrić Aleksandra Radoičić Matija Zlatar Maja Gruden-Pavlović Živoslav Tešić Dušanka Milojković-Opsenica |
| author_sort | Khalil Salem A. M. Shweshein |
| collection | DOAJ |
| description | 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, logKOW, 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 logKOW 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 logKOW values was established (R2 = 0.8024–0.9658). |
| format | Article |
| id | doaj-art-89a962a5cd6d4a86b46271c9c9472f46 |
| institution | Kabale University |
| issn | 2356-6140 1537-744X |
| language | English |
| publishDate | 2014-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | The Scientific World Journal |
| spelling | doaj-art-89a962a5cd6d4a86b46271c9c9472f462025-02-03T06:12:53ZengWileyThe Scientific World Journal2356-61401537-744X2014-01-01201410.1155/2014/862796862796Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT CalculationsKhalil Salem A. M. Shweshein0Filip Andrić1Aleksandra Radoičić2Matija Zlatar3Maja Gruden-Pavlović4Živoslav Tešić5Dušanka Milojković-Opsenica6Faculty of Chemistry, University of Belgrade, Studentski Trg 12–16, P.O. Box 51, 11158 Belgrade, SerbiaFaculty of Chemistry, University of Belgrade, Studentski Trg 12–16, P.O. Box 51, 11158 Belgrade, SerbiaFaculty of Chemistry, University of Belgrade, Studentski Trg 12–16, P.O. Box 51, 11158 Belgrade, SerbiaInstitute for Chemistry, Technology and Metalurgy, Center of Chemistry, University of Belgrade, Njegoševa 12, 11000 Belgrade, SerbiaFaculty of Chemistry, University of Belgrade, Studentski Trg 12–16, P.O. Box 51, 11158 Belgrade, SerbiaFaculty of Chemistry, University of Belgrade, Studentski Trg 12–16, P.O. Box 51, 11158 Belgrade, SerbiaFaculty of Chemistry, University of Belgrade, Studentski Trg 12–16, P.O. Box 51, 11158 Belgrade, SerbiaThe 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, logKOW, 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 logKOW 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 logKOW values was established (R2 = 0.8024–0.9658).http://dx.doi.org/10.1155/2014/862796 |
| spellingShingle | Khalil Salem A. M. Shweshein Filip Andrić Aleksandra Radoičić Matija Zlatar Maja Gruden-Pavlović Živoslav Tešić Dušanka Milojković-Opsenica Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations The Scientific World Journal |
| title | Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations |
| title_full | Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations |
| title_fullStr | Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations |
| title_full_unstemmed | Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations |
| title_short | Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations |
| title_sort | lipophilicity assessment of ruthenium ii arene complexes by the means of reversed phase thin layer chromatography and dft calculations |
| url | http://dx.doi.org/10.1155/2014/862796 |
| work_keys_str_mv | AT khalilsalemamshweshein lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations AT filipandric lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations AT aleksandraradoicic lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations AT matijazlatar lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations AT majagrudenpavlovic lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations AT zivoslavtesic lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations AT dusankamilojkovicopsenica lipophilicityassessmentofrutheniumiiarenecomplexesbythemeansofreversedphasethinlayerchromatographyanddftcalculations |