4.8 Article

Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer

Journal

ACS CATALYSIS
Volume 11, Issue 15, Pages 9561-9568

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c02272

Keywords

photoinduced; iron catalyzed; ipso-nitration; aryl halides; SET mechanism

Funding

  1. National Natural Science Foundation of China [U1904191, U1904184, U2004179, 21403127]
  2. Scientific Research Key Project Fund of Henan Provincial Education Department [20A150002]
  3. Science and Technology Develop Project of Kaifeng City [1908011]
  4. Fund of Young Scholars Program of Shandong University [YSPSDUWH]

Ask authors/readers for more resources

A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, and the mechanism investigations show the reaction undergoes a photoinduced single-electron transfer process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.
A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.

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