通过铀酰阳离子光催化裂解未活化的C(sp3)-H键：使烷烃烯丙基化

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-07-02 DOI:10.1039/d5qo00649j

Yanxin Jiang, Songbai Tang, Yinying Luo, Zi-Xin Wang, Ze-Kai Li, Jing Su

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引用次数: 0

摘要

C-H键的直接烯丙基化是一种高效且环保的方法。本文报道了一种利用铀酰阳离子作为高效的直接H原子转移（d-HAT）试剂成功实现C(sp3)-H键烯丙基化的方法。证明了优良的衬底范围。放大实验和连续流实验显示了该方法的应用前景。通过Stern-Volmer荧光猝灭实验、HR-MS分析、动力学同位素效应（KIE）研究和灯开/关实验验证了该机制。此外，该方法显示了引入各种高价值官能团的巨大潜力，包括羧基，酯，氰基和二烷基取代，突出了其在化学合成中的实用性。

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Photocatalytic Cleavage of Unactivated C(sp3)-H Bonds via Uranyl Cation: Enabling Allylation of Alkanes

The direct allylation of C-H bonds is a highly efficient and environmentally friendly method. Herein, a suc-cessful allylation of C(sp3)-H bond using uranyl cation as a highly efficient direct H atom transfer (d-HAT) agent is reported. Excellent substrate scopes were demonstrated. Scale-up experiments and continuous-flow experiment showed the application prospects. The proposed mechanism was verified through Stern-Volmer fluorescence quenching experiments, HR-MS analysis, kinetic isotope effect (KIE) studies, and light on/off experiments. Furthermore, this method demonstrates considerable potential for introducing various higher-value functional groups, including carboxyl, ester, cyano, and dialkyl substitutions, highlighting its synthetic utility in chemistry.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.