From Reactive Oxygen Species to Reactive Brominating Species: Fenton Chemistry for Oxidative Bromination,ACS Sustainable Chemistry & Engineering

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From Reactive Oxygen Species to Reactive Brominating Species: Fenton Chemistry for Oxidative Bromination
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2021-04-16 , DOI: 10.1021/acssuschemeng.1c01709
Guodong Zhao _{1,

2} , Eryu Wang ₂ , Rongbiao Tong _{2,

3,

4}

Affiliation

Fenton chemistry (Fe^II + H₂O₂ → HO^•/HOO^• + H₂O) generates reactive oxygen species (ROS) that are used for treatment of wastewater and oxidation of organic molecules and play a key role in biological oxidation systems. This study shows that Fenton chemistry can be used for generation of reactive brominating species (RBS) under neutral conditions at room temperature. The in situ RBS are successfully used for three types of oxidative bromination reactions. This green and nonacidic new method addresses the safety and environmental challenges of existing oxidative bromination methods. Additionally, this neutral Fenton–bromide system addresses the long-lasting problem of many functional haloperoxidase mimics that required strong acids for oxidation of bromide ion with hydrogen peroxide. This new green and mild method for generating RBS will significantly benefit the wide applications of brominated organic compounds in organic synthesis and the fine chemical and pharmaceutical industries.

中文翻译：

从活性氧物种到活性溴化物种：用于氧化溴化的Fenton化学

Fenton化学（Fe ^II + H ₂ O ₂ →HO ^• / HOO ^• + H ₂ O）产生活性氧（ROS），用于处理废水和有机分子的氧化，并在生物氧化系统中发挥关键作用。这项研究表明Fenton化学可用于在室温中性条件下生成反应性溴化物种（RBS）。在原位RBS已成功用于三种类型的氧化溴化反应。这种绿色且非酸性的新方法解决了现有氧化溴化方法的安全性和环境挑战。此外，这种中性的Fenton-溴化物系统解决了许多功能性卤过氧化物酶模拟物的长期存在的问题，这些模拟物需要强酸才能用过氧化氢氧化溴离子。这种新的绿色温和的生成RBS的方法将大大有利于溴化有机化合物在有机合成以及精细化工和制药行业中的广泛应用。

更新日期：2021-05-03

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