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Nickel(0)‐Mediated Transformation of Tetrafluoroethylene and Vinylarenes into Fluorinated Cyclobutyl Compounds
Author(s) -
Ohashi Masato,
Ueda Yuta,
Ogoshi Sensuke
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201610047
Subject(s) - tetrafluoroethylene , moiety , fluorine , styrene , amine gas treating , chemistry , nickel , polymer chemistry , organic chemistry , copolymer , polymer
In the presence of Ni 0 /PCy 3 , styrene was found to participate in oxidative cyclization with tetrafluoroethylene, thus leading to the corresponding nickelacycle with a unique η 3 ‐π‐benzyl structure. In addition, the flexibility of the coordination mode in the η 3 ‐benzyl moiety allowed the partially fluorinated nickelacycle to undergo unprecedented amine‐induced α‐fluorine elimination, thus leading to the construction of a fluorinated cyclobutyl skeleton.