台面稳定高价态溴(III)化合物：空气和水分稳定的 λ-溴代烷的通用策略和平台。
Benchtop-Stable Hypervalent Bromine(III) Compounds: Versatile Strategy and Platform for Air- and Moisture-Stable λ-Bromanes.
机构信息
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Graduate School of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan.
出版信息
J Am Chem Soc. 2021 Jun 30;143(25):9327-9331. doi: 10.1021/jacs.1c04536. Epub 2021 Jun 14.
We present the first synthesis of air/moisture-stable λ-bromanes ( and ) by using a cyclic 1,2-benzbromoxol-3-one (BBX) strategy. X-ray crystallography and NMR and IR spectroscopy of -triflylimino-λ-bromane () revealed that the bromine(III) center is effectively stabilized by intramolecular R-Br-O hypervalent bonding. This strategy enables the synthesis of a variety of air-, moisture-, and benchtop-stable Br-hydroxy, -acetoxy, -alkynyl, -aryl, and bis[(trifluoromethyl)sulfonyl]methylide λ-bromane derivatives.
我们提出了通过使用环状 1,2-苯并溴氧杂环酮（BBX）策略合成空气/水分稳定的 λ-溴代烷（和）的首例报道。通过 -三氟甲磺酰亚胺-λ-溴代烷（）的 X 射线晶体学、NMR 和 IR 光谱研究表明，溴（III）中心通过分子内 R-Br-O 超价键有效地稳定。该策略能够合成各种空气、水分和实验台上稳定的 Br-羟基、-乙酰氧基、-炔基、-芳基和双[（三氟甲基）磺酰基]甲基化 λ-溴代烷衍生物。
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