posted on 2024-01-16, 15:34authored byYan Du, Jing-Jing Tang, Yarong Wang, Junhao Hu, Changhua Chen, Zhonggui Xiong, Yang Li, Jiangli Fan, Ming Bao, Xiaoqiang Yu
A visible-light-driven
iron-catalyzed C(sp3)–H
amination of diphenylmethane derivatives with 1,2,3,4-tetrazoles under
mild conditions has been developed. The reaction proceeds with photosensitizer-free
conditions and features satisfactory to good yields. Mechanistic studies
revealed that the reaction proceeded via an iron–nitrene intermediate,
and H atom abstraction was the rate-determining step. Computational
studies showed that the denitrogenation of 1,2,3,4-tetrazole depends
on the conversion of the sextet ground state of 1,2,3,4-tetrazole-bounding
iron species to the quartet spin state under visible-light irradiation.