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双重结扎模式对铁介导的芳基-杂芳基交叉亲电偶联反应的影响

Influence of a Two-Fold Ligation Pattern on Iron-Mediated Aryl-Heteroaryl Cross-Electrophile Couplings.

作者信息

Djebbar Faycel, Chamoreau Lise-Marie, Lefèvre Guillaume

机构信息

Chimie ParisTech, PSL University, CNRS, Institute of Chemistry for Life and Health Sciences, CSB2D, 75005 Paris, France.

Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire, F-75252 Paris, France.

出版信息

JACS Au. 2025 May 7;5(5):2135-2147. doi: 10.1021/jacsau.5c00059. eCollection 2025 May 26.

DOI:10.1021/jacsau.5c00059
PMID:40443880
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12117453/
Abstract

An aryl-heteroaryl cross-electrophile coupling (XEC) relying on the use of a single, well-defined iron catalyst is disclosed, involving magnesium as an electron source as well as heteroaryl chlorides and aryl iodides or bromides as coupling partners. A 2-fold coordination pattern featuring a π-acceptor, redox-active (N,N) ligand, along with a σ-donating phosphine ensures both the two-electron reduction of the starting iron-(II) precursor to enter the cycle and access to stable organoiron-(II) resting states, inhibiting the reductive decomposition of the catalyst.

摘要

公开了一种依赖于使用单一、明确的铁催化剂的芳基-杂芳基交叉亲电偶联（XEC）反应，该反应涉及镁作为电子源以及杂芳基氯化物和芳基碘化物或溴化物作为偶联伙伴。一种具有π受体、氧化还原活性（N,N）配体以及σ供体膦的双配位模式，既能确保起始铁（II）前体的双电子还原以进入循环，又能实现稳定的有机铁（II）静止状态，从而抑制催化剂的还原分解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64a7/12117453/32b595667553/au5c00059_0010.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64a7/12117453/5b7aedcd49a9/au5c00059_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64a7/12117453/37258df6aa84/au5c00059_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64a7/12117453/3c5046f522da/au5c00059_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64a7/12117453/6be54abc6394/au5c00059_0007.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64a7/12117453/32b595667553/au5c00059_0010.jpg

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Pathophysiology. 2024 Sep 3;31(3):471-487. doi: 10.3390/pathophysiology31030035.
3
Zinc and manganese redox potentials in organic solvents and their influence on nickel-catalysed cross-electrophile coupling.
有机溶剂中锌和锰的氧化还原电位及其对镍催化交叉亲电偶联的影响。
Nat Chem. 2024 Dec;16(12):2036-2043. doi: 10.1038/s41557-024-01627-5. Epub 2024 Sep 6.
4
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JACS Au. 2024 Jan 19;4(2):512-524. doi: 10.1021/jacsau.3c00649. eCollection 2024 Feb 26.
5
Nickel-Catalyzed C-I-Selective C(sp )-C(sp ) Cross-Electrophile Coupling of Bromo(iodo)arenes with Alkyl Bromides.镍催化的溴代（碘代）芳烃与烷基溴的 C-I 选择性 C(sp )-C(sp ) 交叉电偶联反应
Angew Chem Int Ed Engl. 2023 Jun 26;62(26):e202304177. doi: 10.1002/anie.202304177. Epub 2023 May 17.
6
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7
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