4.7 Article

Visible-Light-Induced Metal-Free Allylic Oxidation Utilizing a Coupled Photocatalytic System of g-C3N4 and N-Hydroxy Compounds

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 9, Pages 1447-1451

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100175

Keywords

carbon nitride; C-H activation; N-hydroxyphthalimide; metal-free oxidation; NHPI; photooxidation

Funding

  1. National Natural Science Foundation of China [20990221, 20803062, J0830413]
  2. Zhejiang NHU Company Ltd, China

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Graphitic carbon nitride (g-C3N4) and N-hydroxy compounds can function as a non-metal photocatalytic system to activate O-2 for the selective allylic oxidation under mild conditions, avoiding the employment of any metal derivative or organic oxidizing agents. Interestingly, the novel photocatalytic system affords a remarkably high selectivity towards the formation of aldehydes, especially in the oxidation of toluene. By combining the unique nature of g-C3N4 (surface basicity, semiconductor features, high stability) and the remarkable catalytic oxidation reactivity of nitroxyl radicals, this photocatalytic system opens up a mild and efficent access for C-H bond activation.

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