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Alkyne Oxidation by a Vitamin B2-Based Photocatalytic System with Both H 2 O and O 2 as the Oxygen Source.

Duyi ShenFubi ZhongTing RenLinghui LiZihan LiJunzhong YinPeiwei GongFanjun ZhangChengwei LvMianran Chao
Published in: The Journal of organic chemistry (2023)
The employment of readily available photocatalysts and green oxygen atom sources is recognized as a promising strategy to develop sustainable catalysis for oxidation reactions. We herein reported a sacrificial reagent-free system consisting of riboflavin tetraacetate (RFT), an ester of natural vitamin B2 as the photocatalyst, and Sc(OTf) 3 and NaCl as the cocatalysts for alkyne oxidation under blue light or even sunlight irradiation to produce 1,2-diketone in which the oxygen atoms were from both water and molecular oxygen, respectively. A major Cl - /Cl• cycle was proposed to be involved and achieved by the excited [RFT-2Sc 3+ ]* complex via single electron transfer for the first time, distinguished from the OCl - active species by a two-electron process in previous flavin-halide photo-oxidation systems.
Keyphrases
  • electron transfer
  • visible light
  • highly efficient
  • hydrogen peroxide
  • drinking water
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  • radiation therapy
  • reduced graphene oxide