Diphenylsulfonium methylide

Indeed, in the presence of cupric acetonylacetonate the cyclopropanation of non-activated olefins with diphenylsulfonium methylide was realized [469, 470]. The dimethylsulfonium methylide was not reactive enough. 

Related Reagents. iV,5 -Dimethyl-5 -phenylsulfoximine Dimethylsulfonium Methylide Dimethylsulfoxonium Methylide Diphenylsulfonium Methylide Isopropyldiphenylsulfonium Tetrafluoroborate. 

Related Reagents. TV, 5-Dimethyl-5-phenylsulfoximine DimethylsulfoniumMethylide DimethylsulfoxoniumMethylide Diphenylsulfonium Methylide Isopropyldiphenylsulfonium Tetrafluoroborate. 

In the initial report by Corey and Chaykovsky, dimethylsulfonium methylide (2) reacted smoothly with benzalaniline to provide an entry to 1,2-diphenylaziridine 67. Franzen and Driesen reported the same reaction with 81% yield for 67. In another example, benzylidene-phenylamine reacted with 2 to produce l-(p-methoxyphenyl)-2-phenylaziridine in 71% yield. The same reaction was also carried out using phase-transfer catalysis conditions.Thus aziridine 68 could be generated consistently in good yield (80-94%). Recently, more complex sulfur ylides have been employed to make more functionalized aziridines, as depicted by the reaction between A -sulfonylimine 69 with diphenylsulfonium 3-(trimethylsilyl)propargylide (70) to afford aziridine 71, along with desilylated aziridine 72. ... 

Recently, in connection with the use of sulfur ylides in polymerization, Kondo and his coworkers [64] attempted to use diphenylsulfonium bis(methoxycarbo-nyl)methylide (DPSY) (Schemes 27, 29) methylphen-ylsulfonium bis-(methoxycarbonyl)methylide (MPSY) (Scheme 30) and dimethylsulfonium bis (methoxycar-bonyl) methylide (DMSY) (Scheme 31) as photoinitiators for the polymerization of MMA and styrene. They concluded that DPSY and MPSY are effective photoini-... 

Finally, diphenylsulfonium-bis-(methoxycarbonyl)methylide, IX [87], and salts of p,p -bis-[(triphenylphosphonio)methyl]-benzophenone, X [88], have been claimed as photoinitiators of free radical polymerizations [89]. They presumably photolyze homolytically in the case of X, intramolecular triplet energy transfer from the benzophenone chromophore to the phosphonium moieties may likely be involved. 

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