Ni-Catalyzed [2+2+2] Cycloaddition of Alkynes to Form Arenes and Pyridines at Low Catalyst Loadings

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED
María Trinidad Martín, Celia Maya, Agustin Galindo, M Carmen Nicasio
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引用次数: 0

Abstract

We report the Ni-catalyzed cyclotrimerization of terminal alkynes at very low loadings of catalysts (0.05 mol% for all substrates). The nickel catalyst containing a terphenyl phosphine ligand allows carrying out the reactions at room temperature in only 30 min, providing the arene products as a single regioisomer in most cases The Ni complex is also competent for the synthesis of polysubstituted pyridines through the cycloadditions of diynes and nitriles at mild temperatures (25 º or 50 ºC) and low Ni loadings (1 mol%). Experimental data and computational studies support the involvement of monoligated PNi species in all fundamental steps of the catalytic cycle.
镍催化炔烃的[2+2+2]环加成反应,在低催化剂添加量下生成烯和吡啶
我们报告了镍催化的端炔环三聚反应,催化剂的负载量非常低(所有底物的负载量均为 0.05 摩尔%)。含有三联苯膦配体的镍催化剂只需 30 分钟就能在室温下完成反应,并在大多数情况下以单一异构体形式提供炔烃产物。实验数据和计算研究证明,单掺杂 PNi 物种参与了催化循环的所有基本步骤。
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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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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