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碱金属阳离子驱动的不同铁介导的C-H活化路径

Divergent Fe-Mediated C-H Activation Paths Driven by Alkali Cations.

作者信息

Wowk Vincent, Bauer Alexis K, Radovic Aleksa, Chamoreau Lise-Marie, Neidig Michael L, Lefèvre Guillaume

机构信息

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

Department of Chemistry, University of Rochester, Rochester, New York 14627, United States.

出版信息

JACS Au. 2024 Jan 19;4(2):512-524. doi: 10.1021/jacsau.3c00649. eCollection 2024 Feb 26.

DOI:10.1021/jacsau.3c00649
PMID:38425937
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10900209/
Abstract

The association of the ferrous complex FeCl(dmpe) () with alkali bases M(hmds) (M = Li, Na, K) proves to be an efficient platform for the activation of Ar-H bonds. Two mechanisms can be observed, leading to either Ar-Fe species by deprotonative ferration or hydrido species Ar-Fe-H by oxidative addition of transient Fe(dmpe) generated by reduction of . Importantly, the nature of the alkali cation in M(hmds) has a strong influence on the preferred path. Starting from the same iron precursor, diverse catalytic applications can be explored by a simple modulation of the M cation. Possible strategies enabling cross-coupling using arenes as pro-nucleophiles, reductive dehydrocoupling, or deuteration of B-H bonds are discussed.

摘要

亚铁配合物FeCl(dmpe)（）与碱金属碱M(hmds)（M = Li、Na、K）的结合被证明是激活Ar-H键的有效平台。可以观察到两种机制，通过去质子铁化生成Ar-Fe物种，或通过还原生成的瞬态Fe(dmpe)的氧化加成生成氢化物物种Ar-Fe-H。重要的是，M(hmds)中碱金属阳离子的性质对首选路径有很大影响。从相同的铁前体出发，通过简单调节M阳离子可以探索多种催化应用。讨论了使用芳烃作为亲核试剂进行交叉偶联、还原脱氢偶联或B-H键氘化的可能策略。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/bc78c529d6e7/au3c00649_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/34e4e83b3e87/au3c00649_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/071e89b637f6/au3c00649_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/b94dae2f6484/au3c00649_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/1aeaf68b574b/au3c00649_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/bc78c529d6e7/au3c00649_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/34e4e83b3e87/au3c00649_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/071e89b637f6/au3c00649_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/b94dae2f6484/au3c00649_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/1aeaf68b574b/au3c00649_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b18a/10900209/bc78c529d6e7/au3c00649_0003.jpg

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