Citation: Lei Shen, Yang Zhang, Linlin Zhang, Chuanwang Liu, Zhixian Ma, Kangjiang Liang, Chengfeng Xia. Phenylhydrazone anions excitation for the photochemical carbonylation of aryl iodides with aldehydes[J]. Chinese Chemical Letters, ;2024, 35(4): 108742. doi: 10.1016/j.cclet.2023.108742 shu

Phenylhydrazone anions excitation for the photochemical carbonylation of aryl iodides with aldehydes

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Provincial Center for Research & Development of Natural Products, School of Pharmacy, Yunnan University, Kunming 650500, China

xiacf@ynu.edu.cn

Received Date: 9 April 2023
Revised Date: 18 June 2023
Accepted Date: 25 June 2023
Available Online: 27 June 2023

Figures(7)

Spectroscopic investigations discovered that the in-situ generated phenylhydrazone anion was significantly bathochromically shifted to visible light region for photoactivation under irradiation. The photoexcited phenylhydrazone anion was potential to reduce aryl iodides via single electron transfer process for the subsequent radical chain reaction. A redox-neutral photochemical carbonylation of aryl iodides was developed on basis of the special spectroscopic features of phenylhydrazone anion. This protocol provided a convenient and efficient synthetic tool for accessing carbonylation products under redox neutral conditions without the need of transition-metals.
- Organic anion,
- Hydrazone,
- Carbonylation,
- Visible light,
- Single electron transfer
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