配体控制的环丁烯发散性对映选择性氢芳基化

IF 7.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Chemical Science Pub Date : 2025-10-08 DOI:10.1039/d5sc05740j

Renming Pan, Jie Zhu, Xinjie Zhou, Minyan Wang, Ping Lu

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引用次数: 0

摘要

钯催化烯烃与有机硼试剂的对映选择性氧化还原-中性偶联仍然是一个未完成的挑战。在这里，我们报道了钯催化的环丁烯与芳基硼酸的对映选择性氢化反应，得到了1,2-和1,3-氢化产物。通过合理选择手性配体来调节区域选择性。在氘化实验和密度泛函理论（DFT）计算的支持下，钯的氢化物质是由钯催化剂和芳基硼酸或原位生成的HOAc生成的。我们预计这种氧化还原-中性偶联与有机硼试剂可以激发对其他不饱和烯烃体系的兴趣。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Ligand-Controlled Divergent Enantioselective Hydroarylation of Cyclobutenes

The palladium-catalyzed enantioselective redox-neutral coupling of alkenes with organoboronic reagents remains an unfulfilled challenge. Herein, we report a divergent palladium-catalyzed enantioselective hydroarylation of cyclobutenes with arylboronic acids, affording both 1,2- and 1,3-hydroarylation products. The regioselectivity was tuned by judicious choice of chiral ligands. The palladium-hydride species was generated from palladium catalyst and arylboronic acid or in situ generated HOAc, as supported by deuterated experiments and density functional theory (DFT) calculations. We anticipate that this redox-neutral coupling with organoboronic reagents could stimulate interest in other unsaturated alkene systems.

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来源期刊

Chemical Science CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

14.40

自引率

4.80%

发文量

1352

审稿时长

2.1 months

期刊介绍： Chemical Science is a journal that encompasses various disciplines within the chemical sciences. Its scope includes publishing ground-breaking research with significant implications for its respective field, as well as appealing to a wider audience in related areas. To be considered for publication, articles must showcase innovative and original advances in their field of study and be presented in a manner that is understandable to scientists from diverse backgrounds. However, the journal generally does not publish highly specialized research.