Reactivity umpolung (reversal) of ligands in transition metal complexes

Morris, Robert H.

doi:10.1039/d3cs00979c

Chem. Soc. Rev.

2024

DOI: 10.1039/d3cs00979c

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Reactivity umpolung (reversal) of ligands in transition metal complexes

Robert H. Morris

Abstract: The power of transition metal ions and their ligands to reverse the native reactivity of small molecules is highlighted by providing examples for 15 classes of ligands including types L, XL, X, X2, and X3.

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Cited by 4 publications

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An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C−H Etherification

Xia,

Zhu,

Durham

et al. 2024

Angewandte Chemie

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The synthesis of propargyl ethers is an efficient way to access a variety of pharmaceuticals and natural products. However, direct etherification of simple alkynes via propargylic C–H activation remains largely underreported, while propargylic substitution of prefunctionalized alkyne starting materials remains the dominant method for the synthesis of propargyl ethers. Herein, we report an organometallic umpolung approach for iron‐mediated C–H propargylic etherification. The stepwise iron‐mediated C–H activation followed by mild oxidative functionalization enables the first use of unadorned alkynes to preferentially couple with alcohols for the efficient synthesis of synthetically important propargylic ethers with excellent functional group compatibility, chemoselectivity and regioselectivity.

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An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C−H Etherification

Xia,

Zhu,

Durham

et al. 2024

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C−H Etherification

Xia,

Zhu,

Durham

et al. 2024

Angew Chem Int Ed

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Advancements in transition bimetal catalysts for electrochemical 5-hydroxymethylfurfural (HMF) oxidation

Li,

Huang,

Jiang

et al. 2024

Journal of Energy Chemistry

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Reactivity umpolung (reversal) of ligands in transition metal complexes

Abstract: The power of transition metal ions and their ligands to reverse the native reactivity of small molecules is highlighted by providing examples for 15 classes of ligands including types L, XL, X, X2, and X3.

Cited by 4 publications

References 167 publications

An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C−H Etherification

An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C−H Etherification

An Organometallic Umpolung Approach for Iron‐Mediated Propargylic C−H Etherification

Advancements in transition bimetal catalysts for electrochemical 5-hydroxymethylfurfural (HMF) oxidation

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