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

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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

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Article information

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

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

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

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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

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