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Sustainable photoredox chemistry of a transient ternary complex: an unconventional approach toward trifluoromethylated hydroquinones
- Title
- Sustainable photoredox chemistry of a transient ternary complex: an unconventional approach toward trifluoromethylated hydroquinones
- Authors
- Lee, Da Seul; Soni, Vineet Kumar; Heo, Seunga; Hwang, Ho Seong; You, Youngmin; Cho, Eun Jin
- Ewha Authors
- 유영민
- SCOPUS Author ID
- 유영민
- Issue Date
- 2022
- Journal Title
- GREEN CHEMISTRY
- ISSN
- 1463-9262
1463-9270
- Citation
- GREEN CHEMISTRY vol. 24, no. 17, pp. 6481 - 6486
- Publisher
- ROYAL SOC CHEMISTRY
- Indexed
- SCIE; SCOPUS
- Document Type
- Article
- Abstract
- A distinctive sustainable approach has been developed to afford highly functionalized CF3-hydroquinone derivatives as potent biologically active molecules. The synthetic protocol involves the photoirradiation of a mixture of easily accessible benzoquinones and CF3SO2Na. This process generates a quinhydrone charge-transfer complex of benzoquinone and its in situ generated hydroquinone in the presence of a small amount of hydrogen donors, more preferably water. The subsequent formation of a transient ternary complex involving CF3SO2Na elicits photoinduced charge-transfer (CT), thereby producing CF3-hydroquinones. The present method is highly practical and atom-economical whilst avoiding the use of any sacrificial electron donors. Furthermore, the unique ternary complex intermediate permits site-selective three-component trifluoromethylation in the presence of vinyl arenes.
- DOI
- 10.1039/d2gc01691e
- Appears in Collections:
- 공과대학 > 화공신소재공학과 > Journal papers
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