Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones
Benzophenone derivatives exhibit not only biological activity but also act as photo initiator and UV blocker. We carried out experimental and theoretical thermochemical studies of hydroxy- and methoxy-substituted benzophenones. Standard molar enthalpies of vaporisation were obtained from the tempera...
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| Format: | Article |
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MDPI AG
2022-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/23/8477 |
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| author | Artemiy A. Samarov Stanislav O. Kondratev Sergey P. Verevkin |
| author_facet | Artemiy A. Samarov Stanislav O. Kondratev Sergey P. Verevkin |
| author_sort | Artemiy A. Samarov |
| collection | DOAJ |
| description | Benzophenone derivatives exhibit not only biological activity but also act as photo initiator and UV blocker. We carried out experimental and theoretical thermochemical studies of hydroxy- and methoxy-substituted benzophenones. Standard molar enthalpies of vaporisation were obtained from the temperature dependence of vapour pressures measured by the transpiration method. The thermodynamic data on phase transitions available in the literature (crystal–gas, crystal–liquid, and liquid–gas) were also collected and evaluated. High-level quantum chemical methods G3MP2 and G4 were used to estimate the standard molar enthalpies of formation of substituted benzophenones in the gas phase and establish agreement between experimental and theoretical results. The application of the “centrepiece” group-contribution approach to hydroxy- and methoxy-substituted benzophenones was demonstrated. A quantitative assessment of the hydrogen bond was carried out using various approaches based on experimental data and quantum chemical calculations. |
| first_indexed | 2024-03-09T17:38:40Z |
| format | Article |
| id | doaj.art-630b599a967a4da3a7067e071c83820a |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T17:38:40Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-630b599a967a4da3a7067e071c83820a2023-11-24T11:42:47ZengMDPI AGMolecules1420-30492022-12-012723847710.3390/molecules27238477Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted BenzophenonesArtemiy A. Samarov0Stanislav O. Kondratev1Sergey P. Verevkin2Department of Chemical Thermodynamics and Kinetics, Saint Petersburg State University, 198504 Saint Petersburg, RussiaCompetence Centre CALOR, Department of Physical Chemistry, Faculty of Interdisciplinary Research, University of Rostock, 18059 Rostock, GermanyCompetence Centre CALOR, Department of Physical Chemistry, Faculty of Interdisciplinary Research, University of Rostock, 18059 Rostock, GermanyBenzophenone derivatives exhibit not only biological activity but also act as photo initiator and UV blocker. We carried out experimental and theoretical thermochemical studies of hydroxy- and methoxy-substituted benzophenones. Standard molar enthalpies of vaporisation were obtained from the temperature dependence of vapour pressures measured by the transpiration method. The thermodynamic data on phase transitions available in the literature (crystal–gas, crystal–liquid, and liquid–gas) were also collected and evaluated. High-level quantum chemical methods G3MP2 and G4 were used to estimate the standard molar enthalpies of formation of substituted benzophenones in the gas phase and establish agreement between experimental and theoretical results. The application of the “centrepiece” group-contribution approach to hydroxy- and methoxy-substituted benzophenones was demonstrated. A quantitative assessment of the hydrogen bond was carried out using various approaches based on experimental data and quantum chemical calculations.https://www.mdpi.com/1420-3049/27/23/8477vapour pressureenthalpy of vaporisationenthalpy of formationquantum chemical calculationsgroup-additivitystructure–property relationships |
| spellingShingle | Artemiy A. Samarov Stanislav O. Kondratev Sergey P. Verevkin Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones Molecules vapour pressure enthalpy of vaporisation enthalpy of formation quantum chemical calculations group-additivity structure–property relationships |
| title | Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones |
| title_full | Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones |
| title_fullStr | Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones |
| title_full_unstemmed | Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones |
| title_short | Nearest-Neighbour and Non-Nearest-Neighbour Non-Covalent Interactions between Substituents in the Aromatic Systems: Experimental and Theoretical Investigation of Functionally Substituted Benzophenones |
| title_sort | nearest neighbour and non nearest neighbour non covalent interactions between substituents in the aromatic systems experimental and theoretical investigation of functionally substituted benzophenones |
| topic | vapour pressure enthalpy of vaporisation enthalpy of formation quantum chemical calculations group-additivity structure–property relationships |
| url | https://www.mdpi.com/1420-3049/27/23/8477 |
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