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由庞大的醇盐支持的Fe(II)配合物介导的高效卡宾转移反应活性。

Efficient carbene transfer reactivity mediated by Fe(II) complexes supported by bulky alkoxides.

作者信息

Kulathungage Lakshani W, Kurup Sudheer S, Browne Edison A, Spalink Gabriel H, Ward Cassandra L, Lord Richard L, Groysman Stanislav

机构信息

Department of Chemistry, Wayne State University, 5101 Cass Ave., Detroit, MI 48202, USA.

Department of Chemistry, Grand Valley State University, 1 Campus Dr, Allendale, MI 49401, USA.

出版信息

Chem Commun (Camb). 2024 Jul 4;60(55):7033-7036. doi: 10.1039/d4cc02108h.

Abstract

Herein we describe the stoichiometric and catalytic carbene-transfer reactivity of iron(II) alkoxide complexes with iodonium ylide precursors. Treatment of PhIC(COMe) with styrene in the presence of catalytic amounts of several different Fe(OR)(THF) precursors results in efficient cyclopropanation for a variety of styrenes. Computational and reactivity studies suggest a novel remote metallocarbene/vinyl radical intermediate, Fe(OR)(κ-(OC(OMe))C), which could be responsible for the reactive nature of the catalyst.

摘要

在此,我们描述了醇盐铁(II)配合物与碘鎓叶立德前体的化学计量和催化卡宾转移反应活性。在几种不同的Fe(OR)(THF)前体的催化量存在下,用苯乙烯处理PhIC(COMe)可实现多种苯乙烯的高效环丙烷化反应。计算和反应活性研究表明存在一种新型的远程金属卡宾/乙烯基自由基中间体Fe(OR)(κ-(OC(OMe))C),它可能是催化剂具有反应活性的原因。

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本文引用的文献

1
Hydrogen atom abstraction by a high spin [Fe=S] complex.
Chem. 2023 Sep 14;9(9):2601-2609. doi: 10.1016/j.chempr.2023.05.007. Epub 2023 May 31.
2
Iron(III)-based metalloradical catalysis for asymmetric cyclopropanation via a stepwise radical mechanism.
Nat Chem. 2023 Nov;15(11):1569-1580. doi: 10.1038/s41557-023-01317-8. Epub 2023 Sep 7.
3
Carbene Radicals in Transition-Metal-Catalyzed Reactions.
ACS Catal. 2023 Apr 6;13(8):5428-5448. doi: 10.1021/acscatal.3c00591. eCollection 2023 Apr 21.
4
Asymmetric radical cyclopropanation of alkenes.
Trends Chem. 2022 Sep;4(9):850-851. doi: 10.1016/j.trechm.2022.06.003. Epub 2022 Jul 5.
6
Aziridination Reactivity of a Manganese(II) Complex with a Bulky Chelating Bis(Alkoxide) Ligand.
Molecules. 2022 Sep 6;27(18):5751. doi: 10.3390/molecules27185751.
8
Catalytic synthesis of azoarenes metal-mediated nitrene coupling.
Dalton Trans. 2022 Mar 22;51(12):4577-4589. doi: 10.1039/d2dt00228k.
9
O-Heterocycle Synthesis via Intramolecular C-H Alkoxylation Catalyzed by Iron Acetylacetonate.
J Am Chem Soc. 2021 May 19;143(19):7480-7489. doi: 10.1021/jacs.1c02074. Epub 2021 May 5.
10
Fischer Carbene Complexes: A Glance at Two Decades of Research on Higher-Order Cycloaddition Reactions.
Chemistry. 2021 Jun 4;27(32):8233-8251. doi: 10.1002/chem.202005434. Epub 2021 May 17.

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