Anion ligand promoted selective C–F bond reductive elimination enables C(sp2)–H fluorination

Yang-Jie Mao; Gen Luo; Hong-Yan Hao; Zhen-Yuan Xu; Shao-Jie Lou; Dan-Qian Xu

doi:10.1039/C9CC07726J

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Anion ligand promoted selective C–F bond reductive elimination enables C(sp²)–H fluorination†

Yang-Jie Mao,

^a Gen Luo,

*^b Hong-Yan Hao,^a Zhen-Yuan Xu,^a Shao-Jie Lou

*^a and Dan-Qian Xu

*^a

Author affiliations

* Corresponding authors

^a College of Chemical Engineering, Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, P. R. China
E-mail: loushaojie@zjut.edu.cn, chrc@zjut.edu.cn

^b State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, P. R. China
E-mail: luogen@dlut.edu.cn

Abstract

A detailed mechanism study on the anion ligand promoted selective C–H bond fluorination is reported. The role of the anion ligand has been clarified by experimental evidence and DFT calculations. Moreover, the nitrate promoted C–F bond reductive elimination enabled a selective C–H bond fluorination of various symmetric and asymmetric azobenzenes to access diverse o-fluoroanilines.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C9CC07726J
Article type: Communication
Submitted: 02 Oct 2019
Accepted: 04 Nov 2019
First published: 05 Nov 2019

Download Citation

Chem. Commun., 2019,55, 14458-14461

Permissions

Request permissions

Anion ligand promoted selective C–F bond reductive elimination enables C(sp²)–H fluorination

Y. Mao, G. Luo, H. Hao, Z. Xu, S. Lou and D. Xu, Chem. Commun., 2019, 55, 14458 DOI: 10.1039/C9CC07726J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications