Synthesis and characterisation of disulfides and esters derived from their sodium organodithiophosphonate salts

Abstract

Reaction of Fc(S)PS₂P(S)Fc and An(S)PS₂P(S)An with NaOR [R = Me, Et, ⁱPr] gives the non symmetric sodium phosphonodithioate salts Fc(RO)PS₂Na and An(RO)PS₂Na respectively (An = anisyl, Fc = ferrocenyl). These salts can be oxidised by I₂, activated by KI, to form organodithiophosphono disulfides of the type (R(R′O)P(S)–S–S–P(S)(OR′)R). Reactions of these salts with 2,4-dinitrosulfenyl chloride form organodithiophosphono disulfides of the type [R(R′O)P(S)–S–S–R]. These sodium salts can also react with benzyl bromide to form S-alkyl O-alkyl 4-methoxyphenyldithiophosphonate esters and S-alkyl O-alkyl ferrocenyldithiophosphonate esters. All new compounds have been characterised spectroscopically and seven demonstrative X-ray structures are reported.