The Perylene diimide (PDI) is an underexplored synthetic organic dye with significant potential in photoredox catalysis. We have developed a good chemo‐ and regioselective, atom‐economical methodology for synthesizing trifluoroethylated saturated heterocyclic derivatives and trifluoroethyl‐containing cyclobutane derivatives. This process involves the generation of trifluoromethyl radical from the Langlois (CF₃SO₂Na) reagent under photoredox conditions, which selectively reacts with the electron‐rich terminal double/triple bonds in the diene/enyne framework. The resulting intermediate undergoes a cascade cyclization, yielding the desired compounds in a redox‐neutral manner. Our methodology operates under very mild conditions, eliminating the need for transition metals and external oxidizing agents. It is broadly applicable across various substrates and is supported by comprehensive mechanistic insights from regular photophysical experiments.

中文翻译：

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使用苝二酰亚胺 （PDI） 有机光催化剂对二烯和烯二烯进行氧化还原中性级联三氟甲基化


苝二酰亚胺 （PDI） 是一种未被充分开发的合成有机染料，在光氧化还原催化方面具有巨大潜力。我们开发了一种良好的化学和区域选择性、原子经济的方法，用于合成三氟乙基化饱和杂环衍生物和含三氟乙基的环丁烷衍生物。该过程涉及在光氧化还原条件下从 Langlois （CF₃SO₂Na） 试剂生成三氟甲基自由基，该自由基选择性地与二烯/烯炔框架中富含电子的末端双键/三键反应。所得中间体经过级联环化，以氧化还原中性方式产生所需的化合物。我们的方法在非常温和的条件下运行，无需过渡金属和外部氧化剂。它广泛适用于各种衬底，并得到来自常规光物理实验的全面机理见解的支持。