First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids
An efficient approach to the synthesis of diamides of 4,7-difluoro-1,10-phenanthroline-2,9-dicarboxylic acid was elaborated. Direct nucleophilic substitution with 4,7-dichloro-1,10-phenanthroline precursors opened access to difluoro derivatives in high yield. As a result, four new fluorinated ligand...
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MDPI AG
2022-07-01
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| author | Nane A. Avagyan Pavel S. Lemport Konstantin A. Lysenko Alexey O. Gudovannyy Vitaly A. Roznyatovsky Valentine S. Petrov Mikhail F. Vokuev Yuri A. Ustynyuk Valentine G. Nenajdenko |
| author_facet | Nane A. Avagyan Pavel S. Lemport Konstantin A. Lysenko Alexey O. Gudovannyy Vitaly A. Roznyatovsky Valentine S. Petrov Mikhail F. Vokuev Yuri A. Ustynyuk Valentine G. Nenajdenko |
| author_sort | Nane A. Avagyan |
| collection | DOAJ |
| description | An efficient approach to the synthesis of diamides of 4,7-difluoro-1,10-phenanthroline-2,9-dicarboxylic acid was elaborated. Direct nucleophilic substitution with 4,7-dichloro-1,10-phenanthroline precursors opened access to difluoro derivatives in high yield. As a result, four new fluorinated ligands were prepared in up to 88% yield. Their structure was proved by a combination of spectral methods and X-ray data. A set of lanthanoid complexes was prepared to demonstrate the utility of new ligands. The structure of the complexes was studied in solid state (IR-spectroscopy, X-ray diffraction) and in solution (NMR-spectroscopy). |
| first_indexed | 2024-03-09T12:21:56Z |
| format | Article |
| id | doaj.art-89725eebc28440a6909631ad512d5836 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T12:21:56Z |
| publishDate | 2022-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-89725eebc28440a6909631ad512d58362023-11-30T22:39:31ZengMDPI AGMolecules1420-30492022-07-012715470510.3390/molecules27154705First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with LanthanoidsNane A. Avagyan0Pavel S. Lemport1Konstantin A. Lysenko2Alexey O. Gudovannyy3Vitaly A. Roznyatovsky4Valentine S. Petrov5Mikhail F. Vokuev6Yuri A. Ustynyuk7Valentine G. Nenajdenko8Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, RussiaAn efficient approach to the synthesis of diamides of 4,7-difluoro-1,10-phenanthroline-2,9-dicarboxylic acid was elaborated. Direct nucleophilic substitution with 4,7-dichloro-1,10-phenanthroline precursors opened access to difluoro derivatives in high yield. As a result, four new fluorinated ligands were prepared in up to 88% yield. Their structure was proved by a combination of spectral methods and X-ray data. A set of lanthanoid complexes was prepared to demonstrate the utility of new ligands. The structure of the complexes was studied in solid state (IR-spectroscopy, X-ray diffraction) and in solution (NMR-spectroscopy).https://www.mdpi.com/1420-3049/27/15/4705fluorinephenanthrolinenucleophilic substitutioncomplexlanthanoidstructure |
| spellingShingle | Nane A. Avagyan Pavel S. Lemport Konstantin A. Lysenko Alexey O. Gudovannyy Vitaly A. Roznyatovsky Valentine S. Petrov Mikhail F. Vokuev Yuri A. Ustynyuk Valentine G. Nenajdenko First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids Molecules fluorine phenanthroline nucleophilic substitution complex lanthanoid structure |
| title | First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids |
| title_full | First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids |
| title_fullStr | First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids |
| title_full_unstemmed | First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids |
| title_short | First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids |
| title_sort | first example of fluorinated phenanthroline diamides synthesis structural study and complexation with lanthanoids |
| topic | fluorine phenanthroline nucleophilic substitution complex lanthanoid structure |
| url | https://www.mdpi.com/1420-3049/27/15/4705 |
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