Kharash intermediate

One of the most convenient methods of preparation of palladium(II)-olefin complexes has been (268, 341) and continues to be (175, 370, 438) via the Kharash intermediate, dichlorobis(benzonitrile)palladium(II). However, successful preparation by direct interaction of the olefin with PdCl2 suspended either in an inert solvent (383) or liquid olefin (486) has been achieved as well. 

Kharash and coworkers first proposed a hydroperoxysulphide intermediate in the formation of jS-sulphinyl alcohols in the co-oxidation of thiols with olefins. This was later confirmed by detection of peroxy compounds in the reaction mixture. Further studies led to the isolation of several hydroperoxysulphides when aromatic thiols were oxidized at low temperatures ""... 

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