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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Bibliographic Details
Main Authors: Gleb V. Morozkov, Artem A. Troickiy, Alexei D. Averin, Alexander Yu. Mitrofanov, Anton S. Abel, Irina P. Beletskaya
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/29/23/5558
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Summary: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.
ISSN:1420-3049