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流动条件下用于根岸反应的负载型离子液体类相和固定化钯氮杂环卡宾-膦配合物之间的协同作用。

Synergy between supported ionic liquid-like phases and immobilized palladium N-heterocyclic carbene-phosphine complexes for the Negishi reaction under flow conditions.

作者信息

Peris Edgar, Porcar Raúl, Macia María, Alcázar Jesús, García-Verdugo Eduardo, Luis Santiago V

机构信息

Dpt. of Inorganic and Organic Chemistry, Supramolecular and Sustainable Chemistry Group, University Jaume I, Avda Sos Baynat s/n, E-12071-Castellon, Spain.

Discovery Chemistry, Janssen Research and Development, Janssen-Cilag, S.A., C/ Jarama 75A, Toledo, Spain.

出版信息

Beilstein J Org Chem. 2020 Aug 6;16:1924-1935. doi: 10.3762/bjoc.16.159. eCollection 2020.

DOI:10.3762/bjoc.16.159
PMID:32802209
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7418103/
Abstract

The combination of supported ionic liquids and immobilized NHC-Pd-RuPhos led to active and more stable systems for the Negishi reaction under continuous flow conditions than those solely based on NHC-Pd-RuPhos. The fine tuning of the NHC-Pd catalyst and the SILLPs is a key factor for the optimization of the release and catch mechanism leading to a catalytic system easily recoverable and reusable for a large number of catalytic cycles enhancing the long-term catalytic performance.

摘要

负载离子液体与固定化NHC-Pd-RuPhos的组合,相较于仅基于NHC-Pd-RuPhos的体系,在连续流动条件下可形成用于Negishi反应的活性更高且更稳定的体系。对NHC-Pd催化剂和SILLPs进行微调,是优化释放和捕获机制的关键因素,该机制可形成一种易于回收和重复使用的催化体系,适用于大量催化循环,从而提高长期催化性能。

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本文引用的文献

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Reusable N-Heterocyclic Carbene Complex Catalysts and Beyond: A Perspective on Recycling Strategies.可重复使用的氮杂环卡宾配合物催化剂及其他:回收策略展望
Chem Rev. 2018 Oct 10;118(19):9843-9929. doi: 10.1021/acs.chemrev.8b00057. Epub 2018 May 31.
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Electronic Properties of N-Heterocyclic Carbenes and Their Experimental Determination.氮杂环卡宾的电子性质及其实验测定
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Pd Metal Catalysts for Cross-Couplings and Related Reactions in the 21st Century: A Critical Review.
钯金属催化剂在 21 世纪的交叉偶联反应及相关反应中的应用:批判性回顾。
Chem Rev. 2018 Feb 28;118(4):2249-2295. doi: 10.1021/acs.chemrev.7b00443. Epub 2018 Feb 20.
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Pd-PEPPSI-IPent-SiO : A Supported Catalyst for Challenging Negishi Coupling Reactions in Flow.Pd-PEPPSI-IPent-SiO:用于流动中挑战性 Negishi 偶联反应的负载型催化剂。
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Smart N-Heterocyclic Carbene Ligands in Catalysis.催化中的智能氮杂环卡宾配体
Chem Rev. 2018 Oct 10;118(19):9988-10031. doi: 10.1021/acs.chemrev.6b00695. Epub 2017 Feb 2.
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Immobilization of N-Heterocyclic Carbene Compounds: A Synthetic Perspective.N-杂环卡宾化合物的固定化:合成视角。
Chem Rev. 2017 Feb 8;117(3):1970-2058. doi: 10.1021/acs.chemrev.6b00631. Epub 2017 Jan 13.
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