高价分子
溴
反应性(心理学)
试剂
化学
氧化剂
螯合作用
电泳剂
碘
组合化学
电化学
卤化
自动氧化
有机化学
催化作用
医学
替代医学
电极
病理
物理化学
作者
Nayereh Mohebbati,Igors Sokolovs,Philipp Woite,Märt Lõkov,Elisabeth Parman,Mihkel Ugandi,Ivo Leito,Michael Roemelt,Edgars Sūna,Robert Francke
标识
DOI:10.1002/chem.202200974
摘要
Hypervalent bromine(III) reagents possess a higher electrophilicity and a stronger oxidizing power compared to their iodine(III) counterparts. Despite the superior reactivity, bromine(III) reagents have a reputation of hard-to-control and difficult-to-synthesize compounds. This is partly due to their low stability, and partly because their synthesis typically relies on the use of the toxic and highly reactive BrF3 as a precursor. Recently, we proposed chelation-stabilized hypervalent bromine(III) compounds as a possible solution to both problems. First, they can be conveniently prepared by electro-oxidation of the corresponding bromoarenes. Second, the chelation endows bromine(III) species with increased stability while retaining sufficient reactivity, comparable to that of iodine(III) counterparts. Finally, their intrinsic reactivity can be unlocked in the presence of acids. Herein, an in-depth mechanistic study of both the electrochemical generation and the reactivity of the bromine(III) compounds is disclosed, with implications for known applications and future developments in the field.
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