Reactions of hexamethylditin and trimethyltin sulfide with N-thio-derivatives of phthalimide

Article abstract of DOI:10.1007/BF00698890

The initial formation of organotin derivatives with Sn-S-N bonds in heterolytic reactions of hexamethylditin or trimethyltin sulfide with N-(chlorothio)phthalimide is suggested.Subsequent interaction of these compounds with sulfenyl chloride affords N,N'-thio- or N,N'-dithiobisphthalimide.Homolytic reaction of hexamethylditin with N,N'-dithiobisphthalimide also occurs via an organotin intermediate, which, in the absence of a nucleophilic reagent, eliminates sulfur and converts into N-trimethylstannylphthalimide. - Key words: hexamethylditin; trimethyltin sulfide; N-(chlorothio)phthalimide; N,N'-dithiobisphthalimide; reactivity.