Ultrasonic reaction of triarylbismuthines and triarylstibines with iodosylbenzene. Mild oxidizing ability of the organobismuth oxide function for organic substrates

Article abstract of DOI:10.1016/0040-4039(94)88281-9

Reaction of triarylbismuthines 1 with iodosylbenzene in dichloromethane under ultrasonic irradiation leads to the generation of triarylbismuthine oxides 2 as a bright yellow solution, in which activated alcohols are easily oxidized to carbonyl compounds, triphenylphosphine is converted into oxide and hydrazobenzene is rapidly dehydrogenated to azobenzene. Triphenylstibine 8 is similarly oxidized to give stibine oxide 9, which lacks the corresponding oxidizing ability.