79035-77-1Relevant academic research and scientific papers
REACTION OF (BROMODIFLUOROMETHYL)PHENYLDIMETHYLSILANE WITH ORGANOMETALLIC REAGENTS
Fuchikami, Takamasa,Ojima, Iwao
, p. 145 - 153 (1981)
A new fluorine-containing organosilicon compound, (bromodifluoromethyl)phenyldimethylsilane (II), was synthesized by the N-bromosuccinimide (NBS) bromination of (difluoromethyl)phenyldimethylsilane (I), which was prepared from phenyldimethylsilyllithium and chlorodifluoromethane.Compound II reacted with dimethyl sulfoxide to give dimethyl sulfide and phenyldimethylfluorosilane in quantitative yield.The reaction of II with nucleophiles, such as sodium ethoxide, Grignard or lithium reagents, afforded products arising from cleavage of the carbon-silicon bond.In contrast, the reaction of II with Grignard reagents in the presence of appropriate catalysts (Group VIII transition metal salts or complexes) afforded the homo-coupling product of II, 1,2-bis(phenyldimethylsilyl)-1,1,2,2-tetrafluoroethane (IV), in excellent yield.The silver(I) salt-catalyzed reaction of II with ethylmagnesium bromide gave the cross-coupling product, (1,1-difluoropropyl)phenyldimethylsilane (V) as well as III and IV.When cuprous bromide was employed as catalyst, the reaction of II with ethylmagnesium bromide afforded 1-phenyldimethylsilyl-1-propene (VI) and 3-phenyldimethylsilyl-2-pentene (VII) as main products.
Defluorosilylation of trifluoromethane: Upgrading an environmentally damaging fluorocarbon
Sheldon, Daniel J.,Coates, Greg,Crimmin, Mark R.
supporting information, p. 12929 - 12932 (2020/11/05)
The rapid, room-temperature defluorosilylation of trifluoromethane, a highly potent greenhouse gas, has been achieved using a simple silyl lithium reagent. An extensive computational mechanistic analysis provides a viable reaction pathway and demonstrates
