Peracetic acid in ethyl acetate effects smooth oxidation of the methylsulfides of o- and m-carboranes to afford sulfoxides and sulfones. The sulfoxides derived from o-carborane were far more susceptible to nucleophilic attack to give substituted B9C2H12− than was carborane itself. This is attributed to withdrawal of electron density from B(3,6) by the CH3SO group(s) attached to carbon.
在
乙酸乙酯中的效果
过乙酸平滑的二甲
硫氧化邻-和米-carboranes,得到亚砜和砜。衍生自亚砜ö -carborane远远更容易受到亲核攻击,得到取代的乙9 Ç 2 ħ 12 -比为碳
硼烷本身。这归因于通过与碳相连的一个或多个CH 3 SO基团从B(3,6)撤出电子密度。