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Citation: Pengfei Zhang, Jiang Deng, Jianyong Mao, Haoran Li, Yong Wang. Selective aerobic oxidation of alcohols by a mesoporous graphitic carbon nitride/N-hydroxyphthalimide system under visible-light illumination at room temperature[J]. Chinese Journal of Catalysis, ;2015, 36(9): 1580-1586. doi: 10.1016/S1872-2067(15)60871-3 shu

Selective aerobic oxidation of alcohols by a mesoporous graphitic carbon nitride/N-hydroxyphthalimide system under visible-light illumination at room temperature

1.
ZJU-NHU United Research & Development Center, Department of Chemistry, Zhejiang University, Hangzhou 310058, Zhejiang, China

Corresponding author: Yong Wang,
Received Date: 22 March 2015
Available Online: 18 April 2015
Fund Project: 国家自然科学基金(21376208) (21376208) 浙江省自然科学基金-杰青项目(LR13B030001) (LR13B030001) 教育部博士点基金(博导类, J20130060) (博导类, J20130060)

By combination of photocatalysis and organocatalysis, a metal-free system composed of mesoporous graphitic carbon nitride (mpg-C₃N₄) and N-hydroxyphthalimide (NHPI) offers an efficient and environmentally friendly method for the oxidation of alcohols at room temperature. As a wide-band gap semiconductor, mpg-C₃N₄ absorbs visible light and uses the energy to activate NHPI, resulting in high catalytic activity in the subsequent oxidation of alcohols. Interestingly, the main oxidation product of benzyl alcohol can be tuned from benzoic acid to benzaldehyde by increasing the ratio of mpg-C₃N₄ in the catalyst system. To further understand the reaction route, electron spin resonance and Fourier transform infrared measurements were carried out, confirming that active oxygen and phthalimide N-oxyl radicals formed in the mpg-C₃N₄/NHPI system. Based on these results, a catalytic mechanism for the mpg-C₃N₄/NHPI system was proposed. Moreover, this metal-free system also works well for the oxidation of various aromatic alcohols with good selectivity for aldehydes or ketones.
- Aerobic oxidation,
- Benzyl alcohol,
- N-hydroxyphthalimide,
- Radical,
- Carbon nitride
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