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

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, heter...

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Published inChemical science (Cambridge) Vol. 11; no. 1; pp. 276 - 280
Main Authors Xie, Qiqiang, Zhu, Ziyue, Li, Lingchun, Ni, Chuanfa, Hu, Jinbo
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 11.11.2019
Royal Society of Chemistry
The Royal Society of Chemistry
Subjects
Aromatic compounds
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Crystallography
Insertion
Iodides
Physical Sciences
Science & Technology
NICKEL-CATALYZED FORMATION
ETHYLENE
DIFLUOROCARBENE
LIQUID-CRYSTALS
FLUORINATION
ALKYNES
DOUBLE INSERTION
PENTAFLUOROETHYLATION
DIFLUOROMETHYLENE
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:2041-6520
2041-6539
DOI:10.1039/c9sc05018c