Samarium Diiodide/Samarium-Mediated Deoxygenative Hydrosilylation of Ketones

The first deoxygenative hydrosilylation of ketones promoted by samarium diiodide and samarium has been reported. In this approach, secondary alkyl silanes are synthesized from unactivated ketones and chlorosilanes in one step. The carbonyl group of ketones is activated by SmI<sub>2</sub>-mediated single-electron transfer process, which follows a deoxygenative elimination of O=Sm. Broad substrate scope and excellent functional group tolerance has been demonstrated.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-11-21
DOI
https://doi.org/10.1021/acs.joc.4c02052
Citations
5
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
1.25

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article

Samarium Diiodide/Samarium-Mediated Deoxygenative Hydrosilylation of Ketones

Ruxing Li, Yilin Ma, Chengwei Liu, Jianwen Zhang
5 citations
The Journal of Organic Chemistry
Organoboron and organosilicon chemistry
1.25
article

Samarium Diiodide/Samarium-Mediated Deoxygenative Hydrosilylation of Ketones

Ruxing Li, Yilin Ma, Chengwei Liu, Jianwen Zhang
article en
5 citations

Abstract

The first deoxygenative hydrosilylation of ketones promoted by samarium diiodide and samarium has been reported. In this approach, secondary alkyl silanes are synthesized from unactivated ketones and chlorosilanes in one step. The carbonyl group of ketones is activated by SmI<sub>2</sub>-mediated single-electron transfer process, which follows a deoxygenative elimination of O=Sm. Broad substrate scope and excellent functional group tolerance has been demonstrated.

The Journal of Organic ChemistryVol. 89(23)
Shanghai University (CN)
Shanghai University
Clean water and sanitation
Openalex Percentile: Top 22%
Organoboron and organosilicon chemistry
1.25
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