4.8 Article

Stepwise benzylic oxygenation via uranyl-photocatalysis

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GREEN CHEMISTRY
卷 24, 期 1, 页码 124-129

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1gc04042a

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资金

  1. NSFC [22125103, 21971065]
  2. STCSM [20XD1421500, 20JC1416800]
  3. Innovative Research Team of High-Level Local Universities in Shanghai [SSMU-ZLCX20180501]
  4. Shanghai Institutions of Higher Learning

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Stepwise oxygenation at the benzylic position of aromatic molecules was achieved under ambient conditions via uranyl photocatalysis, producing carboxylic acids, ketones, and alcohols. The tunability of catalytic activity in uranyl photocatalysis, adjusted by solvents and additives, ensured the accuracy of the stepwise oxygenation. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, as confirmed by kinetic studies.
Stepwise oxygenation at the benzylic position (1 degrees, 2 degrees, 3 degrees) of aromatic molecules was comprehensively established under ambient conditions via uranyl photocatalysis to produce carboxylic acids, ketones, and alcohols, respectively. The accuracy of the stepwise oxygenation was ensured by the tunability of catalytic activity in uranyl photocatalysis, which was adjusted by solvents and additives demonstrated through Stern-Volmer analysis. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, further confirmed by kinetic studies. Considerably improved efficiency of flow operation demonstrated the potential for industrial synthetic application.

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