scholarly journals Visible-Light-Induced Catalytic Selective Halogenation with Photocatalyst

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7380
Author(s):  
Truong Giang Luu ◽  
Yongju Jung ◽  
Hee-Kwon Kim

Halide moieties are essential structures of compounds in organic chemistry due to their popularity and wide applications in many fields such as natural compounds, agrochemicals, and pharmaceuticals. Thus, many methods have been developed to introduce halides into various organic molecules. Recently, visible-light-driven reactions have emerged as useful methods of organic synthesis. Particularly, halogenation strategies using visible light have significantly improved the reaction efficiency and reduced toxicity, as well as promoted reactions under mild conditions. In this review, we have summarized recent studies in visible-light-mediated halogenation (chlorination, bromination, and iodination) with photocatalysts.

Synlett ◽  
2018 ◽  
Vol 29 (08) ◽  
pp. 1028-1032 ◽  
Author(s):  
Xing Zheng ◽  
Xingang Zhang ◽  
Yu-Yan Ren

Bromotrifluoromethane (CF3Br) is a simple, inexpensive and abundant industrial material employed as a trifluoromethylating reagent. However, only limited strategies using CF3Br as a fluorine source are reported. Herein, we describe a visible-light-induced hydrotrifluoromethylation of alkenes and alkynes with CF3Br. The reaction proceeds under mild conditions with good functional group tolerance, providing a new route for the application of BrCF3 in organic synthesis.


2021 ◽  
Author(s):  
Ya-Ming Tian ◽  
Huaiju Wang ◽  
Ritu Ritu ◽  
Burkhard Koenig

We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO2) atmosphere under mild conditions. It was found that...


SynOpen ◽  
2019 ◽  
Vol 03 (04) ◽  
pp. 103-107 ◽  
Author(s):  
Penghua Shu ◽  
Haichang Xu ◽  
Lingxiang Zhang ◽  
Junping Li ◽  
Hao Liu ◽  
...  

(Z)-Cinnamate derivatives are prevalent in natural bioactive products and in organic synthesis. Herein, we report a practical approach toward the efficient synthesis of (Z)-cinnamate derivatives via visible-light-driven isomerization. When E-isomers of cinnamate derivatives were irradiated with blue light in the presence of 1 mol% Ir2(ppy)4Cl2 (ppy = 2-phenylpyridine), Z-isomers were readily obtained in good yields. This strategy allows the large-scale synthesis of (Z)-cinnamate derivatives with simple purification. This convenient, mild, and green synthetic methodology was subsequently applied to the synthesis of coumarins.


2020 ◽  
Vol 10 (10) ◽  
pp. 3290-3302 ◽  
Author(s):  
Elahe Ahadi ◽  
Hassan Hosseini-Monfared ◽  
Alex Spieß ◽  
Christoph Janiak

An efficient, visible light-driven manganese–porphyrin photocatalyst was developed for the asymmetric epoxidation of trans-stilbene by molecular oxygen under mild conditions.


2018 ◽  
Vol 116 ◽  
pp. 1098-1104 ◽  
Author(s):  
Amira Jbeli ◽  
Ana Maria Ferraria ◽  
Ana Maria Botelho do Rego ◽  
Sami Boufi ◽  
Soraa Bouattour

2020 ◽  
Vol 16 ◽  
pp. 1754-1804 ◽  
Author(s):  
Lucas Guillemard ◽  
Joanna Wencel-Delord

While aiming at sustainable organic synthesis, over the last decade particular attention has been focused on two modern fields, C–H bond activation, and visible-light-induced photocatalysis. Couplings through C–H bond activation involve the use of non-prefunctionalized substrates that are directly converted into more complex molecules, without the need of a previous functionalization, thus considerably reduce waste generation and a number of synthetic steps. In parallel, transformations involving photoredox catalysis promote radical reactions in the absence of radical initiators. They are conducted under particularly mild conditions while using the visible light as a cheap and economic energy source. In this way, these strategies follow the requirements of environment-friendly chemistry. Regarding intrinsic advantages as well as the complementary mode of action of the two catalytic transformations previously introduced, their merging in a synergistic dual catalytic system is extremely appealing. In that perspective, the scope of this review aims to present innovative reactions combining C–H activation and visible-light induced photocatalysis.


Synthesis ◽  
2020 ◽  
Author(s):  
Yanjun Li ◽  
Ziqi Ye ◽  
Jiaxin Cai ◽  
Lei Gong

This short review presents an overview of visible-light-driven asymmetric catalysis by chiral complexes of first-row transition metals. The processes described here include dual catalysis by a chiral complex of copper, nickel, cobalt or chromium and an additional photoredox or energy-transfer catalyst, and bifunctional catalysis by a single chiral copper or nickel catalyst. These methods allow valuable transformations with high functional group compatibility. They provide stereoselective construction of carbon-carbon or carbon-heteroatom bonds under mild conditions, and produce a diverse range of previously unknown enantio-enriched compounds.


2011 ◽  
Vol 76 (7) ◽  
pp. 859-917 ◽  
Author(s):  
Filip Teplý

Reactions triggered by light constitute a treasure trove of unique synthetic methods that are available to chemists. Photoinduced redox processes using visible light in conjunction with sensitizing dyes offer a great variety of catalytic transformations useful in the realm of organic synthesis. The recent literature amply shows that this preparative toolbox is expanding substantially. This review discusses historical and contemporary work in the area of photoredox catalysis with [Ru(bpy)3]2+. Elegant examples from the most recent literature document the importance of this fast developing area of research. The photoredox chemistry has also emerged as a promising bond-making and bond-breaking tool for chemical biology and materials chemistry. A review with 96 references.


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