期刊
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES
卷 21, 期 5, 页码 761-775出版社
SPRINGERNATURE
DOI: 10.1007/s43630-021-00151-6
关键词
Photo flow reactor; [2+2] Cycloaddition; Photoisomerization; Barton nitrite reaction; Photoredox-catalyzed alkylation; Cossy radical cyclization; Radical reduction; C-H halogenation; C-H oxidation
资金
- Center for Emergent Functional Matter Science at NYCU
In this article, we discuss the effectiveness of photo-induced organic reactions when using evolving photo flow technologies. By updating the flow reactors and light sources, the energy profile of the reactions improved significantly. We successfully applied photo flow technologies in various reactions, such as isomerization, alkylation, radical cyclization, and oxidation.
In this article, we discuss how effective photo-induced organic reactions became when applied evolving photo flow technologies through our experiences over these two last decades. We started with the flow update of traditional [2 + 2] cycloaddition using Mikroglas Dwell device as a flow reactor and a compact light source, such as blacklight, instead of a high-pressure mercury lamp. Then we examined Barton nitrite reaction using a photo flow reactor consisting of stainless-steel channels and a quartz glass top provided by DNS. Again the use of blacklight was successful. However, the energy profile of these reactions was improved further by the use of LED lights. We used a photo-flow set-up, consisting of stainless steel engraved microchannels covered by a quartz top (MiChS L-1) and a sodium lamp, for the isomerization of a fulleroid to PCBM. Photo-redox-catalyzed alkene alkylation proceeded within a shortened reaction time when the same photo flow reactor and white LED were used instead of a batch reactor. Photo-induced reductive 5-exo-dig radical cyclization and reduction of alkenyl halides proceeded smoothly, thanks to the combination of a photo flow reactor and low-pressure Hg lamp. We also applied flow technologies for photo-bromination and chlorination of C-H bonds. Photocatalytic oxidation of benzyl alcohol by molecular oxygen became quick when high-power LED irradiation was employed. [GRAPHICS]
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