Department of Biochemistry and Chemistry, La Trobe Institute for Molecular Science, La Trobe University, Melbourne 3086, Australia.
Org Biomol Chem. 2022 Nov 9;20(43):8454-8460. doi: 10.1039/d2ob01418a.
PhIBr, first purported to exist over 100 years ago, has been subject of few reports due to its low stability. However, a recent publication proposes a reaction of PIFA (PhI(OC(O)-CF)) with TMSBr to form PhIBr and demonstrated its efficacy in aryl brominations. This report investigates this synthesis by replicating bromination reactions claiming to use PhIBr as described. The spectroscopical and computational results indicate formation of PhI and Br where Br is responsible for bromination and no supporting evidence for invoking PhIBr as an intermediate is found.
PhIBr 早在 100 多年前就被首次提出，但由于其稳定性低，相关报道较少。然而，最近的一篇出版物提出了 PIFA（PhI(OC(O)-CF)) 与 TMSBr 的反应生成 PhIBr，并证明其在芳基溴化反应中的有效性。本报告通过复制据称使用 PhIBr 的溴化反应来研究这种合成。光谱和计算结果表明形成了 PhI 和 Br，其中 Br 负责溴化，没有发现支持使用 PhIBr 作为中间体的证据。
