Preparation of 1-<i>p</i>-Halophenyl and 1-<i>p</i>-Biphenylyl Substituted Monocarbadodecaborate Anions [<i>closo</i>-1-Ar−CB₁₁H₁₁]^- by Insertion of Arylhalocarbenes into [<i>nido</i>-B₁₁H₁₄]^-

In the presence of a strong base, benzal chloride (C6H5CHCl2) and its p-substituted derivatives react with [nido-B11H14]- to yield [closo-1-p-X−C6H4−CB11H11]- (X = H, F, Cl, Br, I, Ph), presumably by insertion of an arylhalocarbene and oxidation. On a 1-g scale, the yields are 30−40%, except in the case of p-iodobenzal chloride, which yields only 12% of the insertion product.在强碱存在条件下，苄叉二氯（C₆H₅CHCl₂）及其对位取代衍生物可与巢式-十一硼烷十四氢阴离子（[nido-B₁₁H₁₄]⁻）发生反应，生成闭式-1-对-X-苯基-碳硼十一氢根阴离子（[closo-1-p-X-C₆H₄-CB₁₁H₁₁]⁻，其中X取值为H、F、Cl、Br、I、Ph），该反应推测经由芳基卤代卡宾插入与氧化过程完成。在1克级反应规模下，除对碘苄叉二氯仅能获得12%的插入产物外，其余底物的产率均为30%~40%。