Jia-Rong Chen
Central China Normal University, China
Title: Visible light-driven generation of N-radicals and reaction design
Biography
Biography: Jia-Rong Chen
Abstract
Because of the high bond dissociation free energy of the N-H bond, the generation of N-radicals from N-H bonds and their synthetic potential are still underexplored. Recently, the visible-light photocatalysis has emerged as an attractive tool for the catalytic formation of N-centered radicals, but the pre-incorporation of a photolabile groups at the nitrogen atom limited the substrate scope. Recently, we have developed a visible light-induced oxidative deprotonation electron transfer (ODET) strategy for direct conversion of the N-H bonds of hydrazones into the corresponding N-centered radicals. Employing this strategy, we have successfully developed a series of N-radical-based hydroamination, oxyamination of alkenes, as well as cascade reactions. DFT calculations and control experiments were also performed to investigate the reaction mechanisms and regioselectivity. Further details will be presented in the talk.
Image
Figure 1: Visible-light-driven generation and reactions of N-centered radicals
Recent Publications
- Chen, J.-R. Hu, X.-Q. Lu, L.-Q. Xiao, W.-J. Chem. Soc. Rev. 2016, 45, 2044-2056.
- Hu, X.-Q.; Chen, J.-R.; Wei, Q.; Liu, F.-L.; Deng, Q.-H.; Beauchemin, A. M.; Xiao, W.-J. Angew. Chem. Int. Ed. 2014, 53, 12163-12167.
- Hu, X.-Q.; Qi, X.; Chen, J.-R.*; Zhao, Q.-Q.; Wei, Q.; Lan, Y.; Xiao, W.-J. Nat. Commun. 2016, 7, 11188.
- Hu, X.-Q.; Chen, J.; Chen, J.-R.; Yan, D.-M.; Xiao, W.-J. Chem. Eur. J. 2016, 22, 14141-14146.
- Zhao, Q.-Q.; Chen, J.; Yan, D.-M.; Chen, J.-R.; Xiao, W.-J. Org. Lett. 2017, 19, 3620-3623.