Photoinduced Iron-Catalyzed <i>ipso</i>-Nitration of Aryl Halides via Single-Electron Transfer
Cunluo Wu, Qilong Bian, Tao Ding, Mingming Tang, Wenkai Zhang, Yuanqing Xu, Baoying Liu, Hao Xu, Hai‐Bei Li, Hua Fu
Abstract
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.
Topics & Concepts
NitrationPhotochemistryArylCatalysisChemistryPhotoinduced electron transferElectron transferHalideExcited stateCombinatorial chemistryInorganic chemistryOrganic chemistryPhysicsNuclear physicsAlkylRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods