Treatment of triarylstibanes with boron trichloride followed by derivatization with methanol and 1,3-propanediol afforded arylboronates in good yield with all three aryl groups on the antimony being utilized. Theoretical calculation of the reaction pathway revealed that the transformation proceeds through boro-induced ipso-deantimonation and the reactivity of Ph3M (M = P, As, Sb, and Bi) should be governed by the stability of the corresponding cations Ar2M+.