Hydrogen Atom Transfer Reactions via Photoredox Catalyzed Chlorine Atom Generation,Angewandte Chemie International Edition

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Hydrogen Atom Transfer Reactions via Photoredox Catalyzed Chlorine Atom Generation
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-10-19 , DOI: 10.1002/anie.201810187
Samantha Rohe ₁ , Avery O. Morris ₁ , Terry McCallum ₁ , Louis Barriault ₁

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The selective functionalization of chemically inert C−H bonds remains to be fully realized in achieving organic transformations that are redox‐neutral, waste‐limiting, and atom‐economical. The catalytic generation of chlorine atoms from chloride ions is one of the most challenging redox processes, where the requirement of harsh and oxidizing reaction conditions renders it seldom utilized in synthetic applications. We report the mild, controlled, and catalytic generation of chlorine atoms as a new opportunity for access to a wide variety of hydrogen atom transfer (HAT) reactions owing to the high stability of HCl. The discovery of the photoredox mediated generation of chlorine atoms with Ir‐based polypyridyl complex, [Ir(dF(CF₃)ppy)₂(dtbbpy)]Cl, under blue LED irradiation is reported.

中文翻译：

通过光氧化还原催化氯原子产生的氢原子转移反应

在实现氧化还原中性，废物限制和原子经济的有机转化中，化学惰性CH键的选择性官能化仍有待充分实现。由氯离子催化生成氯原子是最具挑战性的氧化还原过程之一，在苛刻和氧化反应条件下的需求使其很少用于合成应用。我们报告说，由于HCl的高稳定性，氯原子的温和，受控和催化生成是获得各种氢原子转移（HAT）反应的新机会。报道了在蓝光LED照射下，基于Ir的聚吡啶基络合物[Ir（dF（CF ₃）ppy）₂（dtbbpy）] Cl的光氧化还原介导的氯原子生成的发现。

更新日期：2018-10-19

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