Reaction with nitronium fluorosulfate

Nitronium fluorosulfate in fluorosulfonic acid adds electrophilically across the double bond offluoroolefins in a nonspecific manner. Tnfluorochloroethylene reacts accordingly with nitronium fluorosulfate to give a 2.1 mixture of regio-isomers [7] (equation 7). Under these reaction conditions perfluoropropylene is unreactive even after extended heating at 80 C 2-Nitroperfluoropropyl fluorosulfate is obtained on treatment of the perfluoropropylene with nitronium fluorosulfate in antimony pentafluoride [5] (equation 8). 

Introduction of nitro and fluorosulfonoxy groups can be carried out by reaction of ionic 02N0S02F with fluoroolefins [8,116-118]. Nitronium fluorosulfa-te is not as active as halogen fluorosulfates addition to CH2=CF2 and CFH=CF2 proceeds only at ambient temperature [117]. Reaction with TFE and chloro-fluoroethylene proceeds at a noticeable rate at temperature above 50 °C, while addition to 2-H-F-propene only at temperatures higher than 120 °C [117] ... 

Reactivity of nitrosonium fluorosulfate and trifluoromethansulfonate 0N0S02X (X=F, CF3) is similar to that of nitronium fluorosulfate, although they are less active than the latter. Reaction, which occurs only with fluoroethylenes and perfluorinated vinyl ethers [ 119 -121 ], is of an electrophilic nature it results in low to moderate yields of nitrosoalkyl compounds when the olefin has a limited contact time with the reaction mixture ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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