Li Shimeng, Zhang Jie, Xie Zuowei
Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China.
Org Lett. 2022 Oct 21;24(41):7497-7501. doi: 10.1021/acs.orglett.2c02648. Epub 2022 Oct 6.
This work describes a general method for the efficient production of a class of cage B-centered carboranyl radicals at the B3, B4, and B9 sites via a visible-light-promoted palladium(0)/palladium(I) pathway using readily available iodo--carboranes as the starting materials. The electrophilicities of these hypervalent boron-centered radicals decrease in the following order: B3 > B4 > B9. They are useful intermediates for the preparation of a family of cage B-(hetero)arylated -carboranes at ambient temperature.
这项工作描述了一种通用方法,该方法以易于获得的碘代碳硼烷为起始原料,通过可见光促进的钯(0)/钯(I)途径,在B3、B4和B9位点高效制备一类笼型硼中心碳硼烷自由基。这些高价硼中心自由基的亲电性按以下顺序降低:B3 > B4 > B9。它们是在室温下制备一类笼型硼-(杂)芳基化碳硼烷的有用中间体。