Journal of Organometallic Chemistry p. 121 - 130 (1980)
Update date:2022-09-26
Topics:
Wardell, James L.
Grant, Douglas W.
Reactions of tetraphenylantimony mercaptides, Ph4SbSC6H4Y, with electrophilic species in chlorocarbon solutions are reported.With chloromethyl methyl sulphide, allyl halides, sulphenyl halide, acyl halides, halogens, and triphenyltin chloride, ready and complete halide-mercaptide exchanges occur.No allylic rearrangement is found in the reaction with trans-PhCH=CHCH2Br.In a competition reaction for ClCH2SMe, Ph4SbSC6H5 was shown to be only slightly (ca. 1.2 times) more reactive than Ph4SbSC6H4OMe-p.The initial sulphur-containing product of reaction with p-toluenesulphonyl chloride, namely the thiosulphonate, p-MeC6H4SO2SC6H4Y, reacts further with Ph4SbSC6H4Y to produce the disulphide, (YC6H4S)2.Benzoyl peroxide and Ph4SbSC6H4 provide PhSbOCOPh and disulphide.
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