Citation: Xu Hui, Zhang Yu-Fei, Lang Xianjun. TEMPO visible light photocatalysis: The selective aerobic oxidation of thiols to disulfides[J]. Chinese Chemical Letters, ;2020, 31(6): 1520-1524. doi: 10.1016/j.cclet.2019.10.024 shu

TEMPO visible light photocatalysis: The selective aerobic oxidation of thiols to disulfides

Sauvage Center for Molecular Sciences, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China

xianjunlang@whu.edu.cn

Received Date: 28 September 2019
Revised Date: 12 October 2019
Accepted Date: 21 October 2019
Available Online: 2 November 2019

Figures(2)

TEMPO (2, 2, 6, 6-tetramethylpiperidine-1-oxyl) is well-established in orangocatalysis that usually work in synergy with transition-metal catalysis or semiconductor photocatalysis. Here, TEMPO was turned into a visible light photocatalyst to conduct the selective aerobic oxidation of thiols into disulfides. With O₂ as an oxidant, a mild and efficient protocol for the selective oxidation of thiols into disulfides including symmetrical and unsymmetrical ones with 5 mol% of TEPMO as a photocatalyst was developed at room temperature under the irradiation of 460 nm blue LEDs. It was found that a complex formed between TEMPO and thiols underpinned the visible light activity and disulfides were obtained in very high isolated yields. This work suggests that TEMPO takes diverse roles in for photocatalytic selective oxidative transformations with O₂ as the oxidant.
- Radical,
- Visible light,
- TEMPO,
- Aerobic oxidation,
- Disulfides
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