23431-49-4

Upstream product

• 205195-03-5 (pentafluoro phenyl) magnesiumfluoride 
• 768-33-2 phenyldimethylsilyl chloride 
• 879-05-0 2,3,4,5,6-pentafluorophenylmagnesium bromide 
• 766-77-8 Dimethylphenylsilane 
• 1109-15-5 tris(pentafluorophenyl)borate 
• 10536-62-6 di-(pentafluoro phenyl) dimethyl silane 
• 1206-46-8 trimethyl(pentafluorophenyl)silane 
• 344-04-7 bromopentafluorobenzene 

Downstream Products

• 147701-57-3 fluorodimethylsilylpentafluorobenzene 

Relevant academic research and scientific papers

Kinetic and mechanistic studies of the transformation of the catalyst, tris(pentafluorophenyl)borane, in the presence of silyl and germyl hydrides

Tris(pentafluorophenyl)borane catalyzed Si-H bond activation opens the door to numerous transition-metal-free reduction processes and is widely used in organic and polymer chemistry. However, chemical stability of B(C6F5)3 in the presence of silyl hydrides is limited, which can strongly affect its catalytic activity. Transformations of B(C6F5)3 in the presence of phenyldimethylsilane, triethylsilane and triethylgermane were studied by 19F NMR and UV spectroscopy, GC/MS and quantum-mechanical calculations. The observed exchange of pentafluorophenyl group attached to boron to hydrogen results in the formation of bis(pentafluorophenyl)borane, which has a strongly reduced ability to activate the Si-H bond. The substitution kinetics were studied by following the disappearance of absorption of the B(C6F5)3 charge transfer peak in the UV spectrum. Complementary quantum mechanical calculations allowed us to propose a mechanism of the ligand exchange reaction, which involves electrophilic substitution of the pentafluorophenyl group through a four-center transition state.

Reactions of methyl(pentafluorophenyl)- and methyl(pentafluorophenyl)phenylsilanes with electrophiles. A convenient preparative route to halogeno(methyl)pentafluorophenylsilanes C6F5SiMe2X and C6F5SiMeX2 (X=F, Cl and Br)

Halogeno(methyl)pentafluorophenylsilanes C6F5SiMenX3-n (n=1, 2) (X=F, Cl, Br) were prepared in good yields from the corresponding phenylsilanes C6F5SiMenPh3-n by reactions with the electrophiles aHF, HCl-AlCl3, Br2-AlBr3 or AlX3 (X=Cl, Br) halogenated hydrocarbons. Additionally, reactions of C6F5SiMe3 and (C6F5)2SiMe2 with selected electrophiles were studied.