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可见光光氧化还原催化合成膦酸酯取代的1,10 - 菲咯啉

Visible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines.

作者信息

Morozkov Gleb V, Troickiy Artem A, Averin Alexei D, Mitrofanov Alexander Yu, Abel Anton S, Beletskaya Irina P

机构信息

Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, Russia.

Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky Pr. 31, Moscow 119071, Russia.

出版信息

Molecules. 2024 Nov 25;29(23):5558. doi: 10.3390/molecules29235558.

Abstract

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.

摘要

研究了可见光照射下光氧化还原催化溴代取代的1,10 - 菲咯啉的膦酰化反应。结果表明,该反应在温和条件下进行,以曙红Y作为光催化剂,在二甲基亚砜中蓝光照射下反应。该反应无过渡金属参与,在22至40小时内以中等产率(26 - 51%)得到目标膦酸酯取代的1,10 - 菲咯啉。反应的速率和选择性很大程度上取决于溴原子的位置,以及1,10 - 菲咯啉核心中其他取代基的性质和位置。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cdf9/11643584/44d913687002/molecules-29-05558-sch001.jpg

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