Ring-ClosingMetathesis for Fluoroolefins Using RutheniumCatalysts with Six-Membered NHC Ligands

Although olefin metathesis is a superior method for the construction of olefins, the synthesis of fluoroolefins remains challenging. In this study, we report the exploration of ruthenium catalysts suitable for the ring-closing metathesis of fluoroolefins. Using ruthenium catalysts with appropriate six-membered N-heterocyclic carbene ligands, we successfully synthesized various five- and six-membered fluorinated ring olefins. DFT calculations suggested that the strong electron-donating properties and moderate bulkiness of the N-heterocyclic carbene ligands played crucial roles.

Publication Details

Journal
Figshare
Published
2025-02-03
DOI
https://doi.org/10.1021/acs.orglett.4c04846.s001
Primary Topic
Synthetic Organic Chemistry Methods
Type
article
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article

Ring-ClosingMetathesis for Fluoroolefins Using RutheniumCatalysts with Six-Membered NHC Ligands

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Synthetic Organic Chemistry Methods
article

Ring-ClosingMetathesis for Fluoroolefins Using RutheniumCatalysts with Six-Membered NHC Ligands

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Abstract

Although olefin metathesis is a superior method for the construction of olefins, the synthesis of fluoroolefins remains challenging. In this study, we report the exploration of ruthenium catalysts suitable for the ring-closing metathesis of fluoroolefins. Using ruthenium catalysts with appropriate six-membered N-heterocyclic carbene ligands, we successfully synthesized various five- and six-membered fluorinated ring olefins. DFT calculations suggested that the strong electron-donating properties and moderate bulkiness of the N-heterocyclic carbene ligands played crucial roles.

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Synthetic Organic Chemistry Methods
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Ring-ClosingMetathesis for Fluoroolefins Using RutheniumCatalysts with Six-Membered NHC Ligands · Figshare (2025) | TGRS Research Map | TGRS