Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold
In this study, three series of polydentate <i>N</i>,<i>O</i>-ligands possessing unsymmetrical urea fragments attached to a <i>p</i>-cresol scaffold are obtained, namely mono- and bi-substituted open-chain aromatics, synthesised using a common experiment, as well a...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-09-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/18/6540 |
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| author | Stanislava E. Todorova Rusi I. Rusew Boris L. Shivachev Vanya B. Kurteva |
| author_facet | Stanislava E. Todorova Rusi I. Rusew Boris L. Shivachev Vanya B. Kurteva |
| author_sort | Stanislava E. Todorova |
| collection | DOAJ |
| description | In this study, three series of polydentate <i>N</i>,<i>O</i>-ligands possessing unsymmetrical urea fragments attached to a <i>p</i>-cresol scaffold are obtained, namely mono- and bi-substituted open-chain aromatics, synthesised using a common experiment, as well as fused aryloxazinones. Separate protocols for the preparation of each series are developed. It is found that in the case of open-chain compounds, the reaction output is strongly dependent on both bis-amine and carbamoyl chloride substituents, while oxazinones can be effectively obtained via a common protocol. The products are characterized via 1D and 2D NMR spectra in solution and using single-crystal XRD. A preliminary study on the coordination abilities of the products performed via ITC shows that there are no substantial interactions in the pH range of 5.0–8.5 in general. |
| first_indexed | 2024-03-10T22:25:05Z |
| format | Article |
| id | doaj.art-5cc566e7e68b4e158c27ef5823dda091 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T22:25:05Z |
| publishDate | 2023-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-5cc566e7e68b4e158c27ef5823dda0912023-11-19T12:08:50ZengMDPI AGMolecules1420-30492023-09-012818654010.3390/molecules28186540Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol ScaffoldStanislava E. Todorova0Rusi I. Rusew1Boris L. Shivachev2Vanya B. Kurteva3Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., bl. 9, 1113 Sofia, BulgariaInstitute of Mineralogy and Crystallography “Acad. Ivan Kostov”, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., bl. 107, 1113 Sofia, BulgariaInstitute of Mineralogy and Crystallography “Acad. Ivan Kostov”, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., bl. 107, 1113 Sofia, BulgariaInstitute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., bl. 9, 1113 Sofia, BulgariaIn this study, three series of polydentate <i>N</i>,<i>O</i>-ligands possessing unsymmetrical urea fragments attached to a <i>p</i>-cresol scaffold are obtained, namely mono- and bi-substituted open-chain aromatics, synthesised using a common experiment, as well as fused aryloxazinones. Separate protocols for the preparation of each series are developed. It is found that in the case of open-chain compounds, the reaction output is strongly dependent on both bis-amine and carbamoyl chloride substituents, while oxazinones can be effectively obtained via a common protocol. The products are characterized via 1D and 2D NMR spectra in solution and using single-crystal XRD. A preliminary study on the coordination abilities of the products performed via ITC shows that there are no substantial interactions in the pH range of 5.0–8.5 in general.https://www.mdpi.com/1420-3049/28/18/6540polydentate <i>N</i>,<i>O</i>-ligandsunsymmetrical ureafused aryloxazinonesNMRXRDITC |
| spellingShingle | Stanislava E. Todorova Rusi I. Rusew Boris L. Shivachev Vanya B. Kurteva Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold Molecules polydentate <i>N</i>,<i>O</i>-ligands unsymmetrical urea fused aryloxazinones NMR XRD ITC |
| title | Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold |
| title_full | Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold |
| title_fullStr | Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold |
| title_full_unstemmed | Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold |
| title_short | Polydentate <i>N</i>,<i>O</i>-Ligands Possessing Unsymmetrical Urea Fragments Attached to a <i>p</i>-Cresol Scaffold |
| title_sort | polydentate i n i i o i ligands possessing unsymmetrical urea fragments attached to a i p i cresol scaffold |
| topic | polydentate <i>N</i>,<i>O</i>-ligands unsymmetrical urea fused aryloxazinones NMR XRD ITC |
| url | https://www.mdpi.com/1420-3049/28/18/6540 |
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