Fluorinated organosilicon

Fluorinated organosilicon compounds may be prepared from readUy available fluorohalocarbons by using phosphorous amides [84, 85, 86] or tetrakis(dimeth-ylamino)ethylene [57] for the generation of the fluoroorganic nucleophiles (equations 61-69). 

Potassium, sodium and lithium tetrafluoroborate as well as sodium hexafluorophosphate and hexafluoroantimonate can be used to fluorinate organosilicon chlorides.64 65 An overview is reported in Table 10.65... 

Title Fluorinated Organosilicon Compounds and Fluorochemical Surfactants... 

Fluorinated organosilicones are useful lubricants for rubber surfaces [190]. Fluorosilicones with a favorable fluoroalkyl chain length and siloxane chain-length ratio are effective lubricants and reduce the friction coefficient of liquid paraffin [191]. 

Review on perfluoroalkylation with fluorinated organosilicon reagents ... 

Replacements of one or two chlorine atoms and hydrogen by fluorine were observed in various organosilicon compounds in reactions with xenon difluoride99,135, while aryl-silicon bond cleavage was observed in the presence of potassium fluoride136,137 (Scheme 57). 

The search for new selective synthons is an important area in organo-fluorine chemistry.1 4 In recent years organosilicon chemistry has become important in the development of new methodologies in organic synthesis.5-8 Anionic activation of tetracoordinate organosilicon species has been utilized for a variety of C —C and carbon heteroatom bond formation strategies in syntheses of highly fluorinated materials.9 13... 

The first observation of penta- and hexaeoordinate silicon compounds was reported at the beginning of the 19th century by Gay-Lussac [87] and Davy [88], Subsequent investigation of hypercoordination in silicon compounds stimulated widespread use of nucleophilic activation and catalysis in the application of organosilicon compounds as reactive species in organic synthesis. Synthetic application for silicon-fluorine bond formation can be found in several reviews over the last two decades, and this section focuses on recent advances in the use of hypervalent organosilicon compounds in selective organic synthesis, in particular, selective carbon-carbon bond formation [89]. 

---