Reactions of tetraphenylantimony mercaptides

Add time:08/05/2019    Source:sciencedirect.com

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 or reaction with p-toluenesulphonyl chloride, namely the thiosulphonate, p-MeC6H4SO2SC6H4Y, reacts further with Ph4SbSC6H4Y to produce the disulphide, (YC6H4S)2. Benzoyl peroxide and Ph4SbSC6H4Y provide PhSbOCOPh and disulphide.

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