一锅催化 C-S 偶联锌配合物的机械化学级联合成

IF 2.9 3区 化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR
Daming Feng, Xiujia Hao, Zhenduo Fei, Peng Huang, Fang Guo
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引用次数: 0

摘要

过渡金属催化的机械化学方法具有许多优点,包括减少溶剂用量和加快反应时间。本研究阐明了一种由机械化学实现的一锅两步级联催化合成方法,该方法综合了双齿锌配合物的合成及其在碳硫偶联反应中的应用。利用还原型希夫碱配体 N,N'-二苯基乙二胺,通过改变连接到金属中心的卤素原子对锌配合物进行了系统修饰,从而显著影响了催化效率。在最佳条件下,合成了多种硫醚产物,证明了该催化剂对各种底物的广泛适用性。通过自由基捕获实验和反应中间产物分析,进一步加深了对机理的认识,揭示了碳硫键形成的 SN2 取代机理。此外,该方法坚持绿色化学原则,所获得的绿色化学指标也证明了这一点,表明这是一种可持续的、生态友好的实用方案。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Mechanochemical Cascade Synthesis of Zinc Complexes for Catalytic C–S Coupling in One-Pot

Mechanochemical Cascade Synthesis of Zinc Complexes for Catalytic C–S Coupling in One-Pot
The mechanochemical approach to transition metal catalysis offers a number of advantages, including a reduction in solvent usage and an acceleration of reaction times. This study elucidates a one-pot, two-step cascade catalytic synthesis enabled by mechanochemistry, which integrates the synthesis of bidentate zinc complexes and their application in carbon–sulfur coupling reactions. The zinc complexes were systematically modified by altering the halogen atoms attached to the metal center, utilizing the reduced Schiff base ligand N,N’-diphenylethylenediamine, which significantly influenced the catalytic efficiency. Under optimal conditions, a wide range of thioether products were synthesized, demonstrating broad applicability across various substrates. The mechanistic insights were enhanced through the execution of free radical trapping experiments and analysis of reaction intermediates, revealing an SN2 substitution mechanism in the formation of carbon–sulfur bond. Furthermore, the methodology adheres to green chemistry principles, as evidenced by the favorable green chemistry metrics obtained, indicating a sustainable and eco-friendly protocol for practical use.
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来源期刊
Organometallics
Organometallics 化学-无机化学与核化学
CiteScore
5.60
自引率
7.10%
发文量
382
审稿时长
1.7 months
期刊介绍: Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.
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