Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines
Photoredox-catalyzed phosphonylation of bromo-substituted 1,10-phenanthrolines under visible light irradiation was studied. The reaction was shown to proceed under mild conditions with Eosin Y as a photocatalyst in DMSO under blue light irradiation. It is transition-metal-free and affords the target...
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MDPI AG
2024-11-01
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| Series: | Molecules |
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| author | Gleb V. Morozkov Artem A. Troickiy Alexei D. Averin Alexander Yu. Mitrofanov Anton S. Abel Irina P. Beletskaya |
| author_facet | Gleb V. Morozkov Artem A. Troickiy Alexei D. Averin Alexander Yu. Mitrofanov Anton S. Abel Irina P. Beletskaya |
| author_sort | Gleb V. Morozkov |
| collection | DOAJ |
| description | Photoredox-catalyzed phosphonylation of bromo-substituted 1,10-phenanthrolines under visible light irradiation was studied. The reaction was shown to proceed under mild conditions with Eosin Y as a photocatalyst in DMSO under blue light irradiation. It is transition-metal-free and affords the target phosphonate-substituted 1,10-phenanthrolines in moderate yields (26–51%) in 22 to 40 h. The rate and selectivity of the reaction depend largely on the position of the bromine atom, as well as on the nature and position of other substituents in the 1,10-phenanthroline core. |
| format | Article |
| id | doaj-art-2deb8cc472214f24a2649962fa04eb7f |
| institution | OA Journals |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-11-01 |
| publisher | MDPI AG |
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| series | Molecules |
| spelling | doaj-art-2deb8cc472214f24a2649962fa04eb7f2025-08-20T02:38:45ZengMDPI AGMolecules1420-30492024-11-012923555810.3390/molecules29235558Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-PhenanthrolinesGleb V. Morozkov0Artem A. Troickiy1Alexei D. Averin2Alexander Yu. Mitrofanov3Anton S. Abel4Irina P. Beletskaya5Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, RussiaDepartment of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, RussiaDepartment of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, RussiaDepartment of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, RussiaDepartment of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, RussiaDepartment of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, RussiaPhotoredox-catalyzed phosphonylation of bromo-substituted 1,10-phenanthrolines under visible light irradiation was studied. The reaction was shown to proceed under mild conditions with Eosin Y as a photocatalyst in DMSO under blue light irradiation. It is transition-metal-free and affords the target phosphonate-substituted 1,10-phenanthrolines in moderate yields (26–51%) in 22 to 40 h. The rate and selectivity of the reaction depend largely on the position of the bromine atom, as well as on the nature and position of other substituents in the 1,10-phenanthroline core.https://www.mdpi.com/1420-3049/29/23/5558phosphonylation1,10-phenanthrolinephotocatalysisorganic photocatalyststriethyl phosphite |
| spellingShingle | Gleb V. Morozkov Artem A. Troickiy Alexei D. Averin Alexander Yu. Mitrofanov Anton S. Abel Irina P. Beletskaya Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines Molecules phosphonylation 1,10-phenanthroline photocatalysis organic photocatalysts triethyl phosphite |
| title | Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines |
| title_full | Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines |
| title_fullStr | Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines |
| title_full_unstemmed | Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines |
| title_short | Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines |
| title_sort | visible light photoredox catalysis in the synthesis of phosphonate substituted 1 10 phenanthrolines |
| topic | phosphonylation 1,10-phenanthroline photocatalysis organic photocatalysts triethyl phosphite |
| url | https://www.mdpi.com/1420-3049/29/23/5558 |
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