Literature DB >> 25303402

Fluoroalkylcopper(I) complexes generated by the carbocupration of tetrafluoroethylene: construction of a tetrafluoroethylene-bridging structure.

Hiroki Saijo1, Masato Ohashi, Sensuke Ogoshi.   

Abstract

We report a copper-mediated synthesis of a variety of 1,2-difunctionalized-1,1,2,2-tetrafluoroethylene derivatives via the carbocupration of tetrafluoroethylene. The key synthetic intermediates, 2-aryl-1,1,2,2-tetrafluoroethylcopper complexes, can be easily prepared, stored, and used as fluoroalkylation reagents. The molecular structure was unambiguously determined by X-ray crystallography and NMR analysis. We applied this method to the short-step synthesis of a liquid-crystalline compound bearing a tetrafluoroethylene-bridging structure.

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Year:  2014        PMID: 25303402     DOI: 10.1021/ja5093776

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  7 in total

1.  Iridium-catalysed arylation of C-H bonds enabled by oxidatively induced reductive elimination.

Authors:  Kwangmin Shin; Yoonsu Park; Mu-Hyun Baik; Sukbok Chang
Journal:  Nat Chem       Date:  2017-12-11       Impact factor: 24.427

2.  A Transmetalation Reaction Enables the Synthesis of [18F]5-Fluorouracil from [18F]Fluoride for Human PET Imaging.

Authors:  Andrew J Hoover; Mark Lazari; Hong Ren; Maruthi Kumar Narayanam; Jennifer M Murphy; R Michael van Dam; Jacob M Hooker; Tobias Ritter
Journal:  Organometallics       Date:  2016-02-14       Impact factor: 3.876

3.  Synthesis of aryl 2-bromo-2-chloro-1,1-difluoroethyl ethers through the base-mediated reaction between phenols and halothane.

Authors:  Yukiko Karuo; Ayaka Kametani; Atsushi Tarui; Kazuyuki Sato; Kentaro Kawai; Masaaki Omote
Journal:  Beilstein J Org Chem       Date:  2021-01-11       Impact factor: 2.883

4.  Base-Mediated Radical Borylation of Alkyl Sulfones.

Authors:  Mingming Huang; Jiefeng Hu; Ivo Krummenacher; Alexandra Friedrich; Holger Braunschweig; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2021-11-29       Impact factor: 5.020

5.  Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates.

Authors:  Xi Wang; Armido Studer
Journal:  Org Lett       Date:  2017-05-18       Impact factor: 6.005

6.  Practical tetrafluoroethylene fragment installation through a coupling reaction of (1,1,2,2-tetrafluorobut-3-en-1-yl)zinc bromide with various electrophiles.

Authors:  Ken Tamamoto; Shigeyuki Yamada; Tsutomu Konno
Journal:  Beilstein J Org Chem       Date:  2018-09-11       Impact factor: 2.883

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

Authors:  Qiqiang Xie; Ziyue Zhu; Lingchun Li; Chuanfa Ni; Jinbo Hu
Journal:  Chem Sci       Date:  2019-11-11       Impact factor: 9.825

  7 in total

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