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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.