Coreactant Strategy for the Photoredox Catalytic Generation of Trifluoromethyl Radicals under Low-Energy Photoirradiation
- Authors
- Kim, Sinheui; Park, Gyurim; Cho, Eun Jin; You, Youngmin
- Issue Date
- Aug-2016
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF ORGANIC CHEMISTRY, v.81, no.16, pp 7072 - 7079
- Pages
- 8
- Journal Title
- JOURNAL OF ORGANIC CHEMISTRY
- Volume
- 81
- Number
- 16
- Start Page
- 7072
- End Page
- 7079
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/6631
- DOI
- 10.1021/acs.joc.6b00966
- ISSN
- 0022-3263
1520-6904
- Abstract
- Photoredox catalysis has emerged as a valuable alternative to dark-state catalysis. For the full potential of photoredox catalysis to be utilized, it is imperative to make use of low-energy photons in photoinduced radical processes. We have demonstrated that the use of oxalate as a coreactant provides a useful principle for the photocatalytic production of trifluoromethyl radicals (center dot CF3) from CF3I upon green or red LED photoirradiation of narrow-bandgap photocatalysts. The photo catalytic cycle involves a radical anion of carbon dioxide (CO2 center dot-) as a reductant for CF3I, which is generated through photoinduced oxidative decarboxylation of oxalate. Electrochemical characterizations and steady-state and transient photophysical investigations were performed to reveal that there are two photoinduced electron-transfer pathways for oxalate-mediated center dot CF3 generation.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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