The methyl fluoride—antimony pentafluoride complex

1976 ◽  
Vol 0 (13) ◽  
pp. 506-507 ◽  
Author(s):  
Jean-Yves Calves ◽  
Ronald J. Gillespie
1984 ◽  
Vol 62 (1) ◽  
pp. 69-73 ◽  
Author(s):  
Magdy Malak Abdel-Malik ◽  
Philip Arthur Woodworth Dean ◽  
James Frederick King

Reaction of sulfolane (tetrahydrothiophene 1,1-dioxide) (1) with methyl fluoride – antimony pentafluoride in liquid sulfur dioxide gives crystalline tetrahydro-1-methoxythiophenium 1-oxide hexafluoroantimonate (2), thereby providing the first characterized example of an alkoxysulfoxonium salt. This salt (2) is also formed, but more slowly, by reaction of methyl fluoride with the crystalline 1:1 complex of sulfolane and antimony pentafluoride. Reaction of 2 with nucleophiles leads to transfer of the methyl group, a facile process even with such weak nucleophiles as nitrobenzene and phenyl N,N-dimethylsulfamate. Spectroscopic evidence has been obtained for O-methylation of other sulfones, either by reaction with MeF•SbF5•SO2, or via the sulfone•SbF5 complex and methyl fluoride, or by transmethylation with 2.


1958 ◽  
Vol 80 (23) ◽  
pp. 6177-6181 ◽  
Author(s):  
Suzanne Stokes ◽  
A. B. F. Duncan

1997 ◽  
Vol 135 (1) ◽  
pp. 137-144 ◽  
Author(s):  
C.S.O Silva ◽  
I.M.A Fonseca ◽  
L.Q Lobo
Keyword(s):  

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