Mono-, Bi-, and Trinuclear Triarylantimony Organylsulfonate Derivatives: Synthesis and Structure

Abstract

The reactions of tris(3-methylphenyl)antimony with trifluoromethanesulfonic acid and of triphenylantimony with 3,4-dimethylbenzenesulfonic acid in the presence of tert-butylhydroperoxide in ether (molar ratio of initial reagents, 3: 2: 3) have been performed to synthesize nona(3-methylphenyl)tristiboxane-1,5- diyl-bis(trifluoromethanesulfonate) CF3OSO2Sb(3-MeC6H4)3OSb(3-MeC6H4)3OSb(3-MeC6H4)3OSO2CF3. PhH (I) separated after recrystallization from a benzene–octane mixture in the form of a benzene solvate and, at an equimolar ratio of initial reagents, hexaphenyldistiboxane-1,3-diyl-bis(3,4-dimethylbenzenesulfonate) separated after recrystallization from toluene in the form of a toluene solvate 3,4-Me2C6H3OSO2SbPh3OSbPh3OSO2C6H3Me2-3,4. TolH (II). The similar reactions of tris(5-bromo-2- methoxyphenyl)antimony and tris(4-methylphenyl)antimony with 2,5-dimethylbenzenesulfonic and 3,4- dimethylbenzenesulfonic acids, respectively in the presence of tert-butylhydroperoxide (molar ratio, 1: 2: 1) lead to the formation of triarylantimony bis(arenesulfonates) (5-Br,2-MeO,C6H3)3Sb(OSO2C6H3Me2-2,5)2 (III) and (4-MeC6H4)3Sb(OSO2C6H3Me2-3,4)2 (IV). The Sb atom in the structures of complexes I–IV has a distorted trigonal bipyramidal coordination to the oxygen atoms in axial positions.