Trimethylsulfoxonium cation

Calculate the energy of proton transfer from trimethylsulfoxonium cation to its ylide, relative to that for trimethylsulfonium cation to its ylide, i.e. 

Here, both the starting material and the ylide contain hexavalent sulfur. The pA g of the starting material, the trimethylsulfoxonium cation (Me3S" 0), is about 18.2 and is expected to be lower than that of the trimethylsulfonium cation (Me3S+). Dimethylsulfoxonium methylide is thus more stable as well as a softer nucleophile than dimethylsulfonium methylide. Qualitatively, however, the two ylides react in a similar way. The most prominent difference... 

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See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

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