Elsby, Matthew R. published the artcileNickel-Catalyzed C-H Silylation of Arenes with Vinylsilanes: Rapid and Reversible ¦Â-Si Elimination, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Journal of the American Chemical Society (2017), 139(27), 9401-9407, database is CAplus and MEDLINE.
The reaction of C6F5H and H2C:CHSiMe3 with catalytic [iPr2Im]Ni(¦Ç2-H2C:CHSiMe3)2 (1b) exclusively forms the C-H silylation product C6F5SiMe3 with ethylene as a byproduct ([iPr2Im] = 1,3-di(isopropyl)imidazole-2-ylidene). Catalytic C-H bond silylation is facile with partially fluorinated aromatic substrates containing two ortho F substituents adjacent to the C-H bond and 1,2,3,4-tetrafluorobenzene. Less fluorinated substrates react slower. Under the same reaction conditions, catalytic [IPr]Ni(¦Ç2-H2C:CHSiMe3)2 (1a) ([IPr] = 1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene) provided only the alkene hydroarylation product C6F5CH2CH2SiMe3. Mechanistic studies reveal that the C-H activation and ¦Â-Si elimination steps are reversible under catalytic conditions with both catalysts 1a and 1b. With catalytic 1a, reversible ethylene loss after ¦Â-Si elimination was also observed despite its inability to catalyze C-H silylation; the reductive elimination step to form the silylation product is much slower than reductive elimination to form the alkene hydroarylation product. Reversible ethylene loss was not observed with 1b, which suggests that the rate-limiting step in the reaction is neither C-H activation nor ¦Â-Si elimination but either ethylene loss or reductive elimination of cis-disposed aryl and SiMe3 moieties.
Journal of the American Chemical Society published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Recommanded Product: Trimethyl(perfluorophenyl)silane.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia