未活化烷烃的烯化反应：通过双 Co-TBADT 催化合成 Z-烯烃

IF 4.3 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2024-11-01 DOI:10.1039/d4cc04651j

Vetrivelan Murugesan , Anagha Syam , Guru Vigknesh Anantharaj , Ramesh Rasappan

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引用次数: 0

摘要

烯烃是有机合成的基本构件。通过 C-H 活化末端炔烃进行氢烷基化可以说是合成烯烃的最简单、最经济的方法，但它们仍然受限于使用 C(sp2)-H 或活化的 C(sp3)-H 键。虽然螯合基团促进了 C(sp3)-H 键的烯化，但却产生了 E 烯。在没有螯合基团的情况下，通过金属酸酐或自由基途径直接对未活化的 C(sp3)-H 键进行烯化的方法仍然未知。尽管对镍-HAT 催化的全面评估结果并不理想，但我们的研究展示了钴-HAT 催化的潜力，即通过炔烃 SOMOphiles 与原位生成的开壳烷基自由基反应，以优异的区域和非对映选择性获得所需的 Z 烯。在初步研究的基础上，设计出了一种机理。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Alkenylation of unactivated alkanes: synthesis of Z-alkenes via dual Co-TBADT catalysis†

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Alkenylation of unactivated alkanes: synthesis of Z-alkenes via dual Co-TBADT catalysis†

Hydroalkylation of terminal alkynes via C–H activation is the most atom-economical and straightforward method for synthesizing alkenes. They remain confined to using C(sp²)–H or activated C(sp³)–H bonds. A chelating group enabled the alkenylation of C(sp³)–H bonds, resulting in E alkenes. Protocols by which alkenylation of unactivated C(sp³)–H bonds occurs without a chelating group via metal-hydride or radical pathways remain unknown. Our cobalt-HAT catalysis achieves the desired Z alkene with excellent regio- and diastereoselectivity via C–H activation.

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来源期刊

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.