Practical Synthesis of B(9)-Halogenated Carboranes with N-Haloamides in Hexafluoroisopropanol.

Wenjing Guo, Chenyang Guo, Yan-Na Ma, Xuenian Chen

Inorganic chemistry 2022 Apr 04

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The B(9)-H halogenation of o-carborane and m-carborane was achieved with excellent selectivities in hexafluoroisopropanol (HFIP) under simple reaction conditions: single reagent [trichloroisocyanuric acid (TCCA), tribromoisocyanuric acid (TBCA) or N-iodosuccinimide (NIS)], catalyst-free, air-/moisture-tolerant, and convenient work-up. With this method, a variety of 9-halogenated o-carboranes and m-carboranes were obtained in good to excellent yields with broad tolerance of functional groups.

Citation

Wenjing Guo, Chenyang Guo, Yan-Na Ma, Xuenian Chen. Practical Synthesis of B(9)-Halogenated Carboranes with N-Haloamides in Hexafluoroisopropanol. Inorganic chemistry. 2022 Apr 04;61(13):5326-5334