Controllable double CF2-insertion into sp2 C–Cu bond using TMSCF3: a facile access to tetrafluoroethylene-bridged structures

Qiqiang Xie; Ziyue Zhu; Lingchun Li; Chuanfa Ni; Jinbo Hu

doi:10.1039/C9SC05018C

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

Controllable double CF₂-insertion into sp² C–Cu bond using TMSCF₃: a facile access to tetrafluoroethylene-bridged structures†

Qiqiang Xie,^a Ziyue Zhu,^a Lingchun Li,^a Chuanfa Ni^a and Jinbo Hu

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: jinbohu@sioc.ac.cn

Abstract

A highly efficient method for controllable double CF₂-insertion into pentafluorophenylcopper species using TMSCF₃ as difluoromethylene source has been developed. The newly generated fluoroalkylcopper(I) species, C₆F₅CF₂CF₂Cu, shows good reactivity towards a myriad of structurally diverse aryl, heteroaryl and alkenyl iodides. This protocol is easy to handle, ready to scale up and applicable for the synthesis of relative complex molecules, thus providing a convenient method for facile access to tetrafluoroethylene-bridged structures.

This article is part of the themed collection: Editor’s Choice – Ning Jiao

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C9SC05018C
Article type: Edge Article
Submitted: 06 Oct 2019
Accepted: 09 Nov 2019
First published: 11 Nov 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry

Download Citation

Chem. Sci., 2020,11, 276-280

Permissions

Request permissions

Controllable double CF₂-insertion into sp² C–Cu bond using TMSCF₃: a facile access to tetrafluoroethylene-bridged structures

Q. Xie, Z. Zhu, L. Li, C. Ni and J. Hu, Chem. Sci., 2020, 11, 276 DOI: 10.1039/C9SC05018C

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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 Science