TMSCF 3  as a Convenient Source of CF 2 =CF 2  for Pentafluoroethylation, (Aryloxy)tetrafluoroethylation, and Tetrafluoroethylation | Zendy

Li Lingchun | Zendy; Ni Chuanfa | Zendy; Xie Qiqiang | Zendy; Hu Mingyou | Zendy; Wang Fei | Zendy; Hu Jinbo | Zendy

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TMSCF 3 as a Convenient Source of CF 2 =CF 2 for Pentafluoroethylation, (Aryloxy)tetrafluoroethylation, and Tetrafluoroethylation

Author(s) -

Li Lingchun,

Ni Chuanfa,

Xie Qiqiang,

Hu Mingyou,

Wang Fei,

Hu Jinbo

Publication year - 2017

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201705734

Subject(s) - difluorocarbene , tetrafluoroethylene , trimethylsilane , fluorine , trifluoromethyl , fluoride , chemistry , materials science , combinatorial chemistry , organic chemistry , inorganic chemistry , polymer , copolymer , alkyl

A new method for the on‐site preparation of tetrafluoroethylene (TFE) and a procedure for its efficient use in pentafluoroethylation by fluoride addition were developed by using a simple two‐chamber system. The on‐site preparation of TFE was accomplished by dimerization of difluorocarbene derived from (trifluoromethyl)trimethylsilane (TMSCF 3 ) under mild conditions. Other fluoroalkylation reactions, such as (aryloxy)tetrafluoroethylation and tetrafluoroethylation processes, were also achieved using a similar approach. This work not only demonstrates a convenient and safe approach for the generation and use of TFE in academic laboratories, but also provides a new strategy for pentafluoroethylation.

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