利用缺电子 Cp*CF3Ir(III) 催化剂和光敏剂实现位点选择性 C(sp3)-H 和可切换 C(sp3)-H/C(sp2)-H 功能化

IF 16.9 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Angewandte Chemie International Edition Pub Date : 2024-12-16 DOI:10.1002/anie.202421026

Yuki Hirata, Shunsuke Kimura, Kosuke Higashida, Tatsuhiko Yoshino, Prof. Dr. Shigeki Matsunaga

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引用次数: 0

摘要

通过光诱导肟醚的E/Z异构化来控制定向基团的取向，在本质上更具活性的C(sp2) -H键存在的情况下，实现了C(sp3) -H键的位点选择性功能化。通过结合E/Z异构化和缺电子的Cp*CF3Ir（III）催化剂，成功地扩展了肟醚在C(sp3) -H官能化中的作用范围。基于该策略，C -H的活化顺序可切换，实现了连续的C(sp3) -H /C(sp2) -H和C(sp2) -H /C(sp3) -H双官能化，构建了密集的官能化结构。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Site-Selective C(sp3)−H and Switchable C(sp3)−H/C(sp2)−H Functionalization Enabled by Electron-Deficient Cp*CF3Ir(III) Catalyst and Photosensitizer

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Site-Selective C(sp3)−H and Switchable C(sp3)−H/C(sp2)−H Functionalization Enabled by Electron-Deficient Cp*CF3Ir(III) Catalyst and Photosensitizer

A site-selective functionalization of a C(sp³)−H bond was achieved in the presence of an intrinsically more reactive C(sp²)−H bond by controlling the orientation of a directing group via a photo-induced E/Z isomerization of an oxime ether. By combining E/Z isomerization and an electron deficient Cp*^CF3Ir(III) catalyst, the scope of oxime ethers in C(sp³)−H functionalization was successfully expanded. Based on this strategy, the order of C−H activation was switchable and successive C(sp³)−H/C(sp²)−H and C(sp²)−H/C(sp³)−H double functionalizations were accomplished to construct densely functionalized structures.

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来源期刊

Angewandte Chemie International Edition 化学-化学综合

CiteScore

26.60

自引率

6.60%

发文量

3549

审稿时长

1.5 months

期刊介绍： Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.