Electrochemical Deoxygenative Silylation of Alcohols

Abstract Alcohols are highly common organic compounds but remain scarce as alkyl donors in synthetic procedures. Here, we describe an electrochemical procedure for their deoxygenative cross‐electrophile coupling with hydrosilanes, furnishing organosilane products in good to excellent yields. Mechanistic studies provide insights into the operating pathways of this semi‐paired electrolytic transformation, suggesting that silyl ethers are likely reaction intermediates. Furthermore, a unified mechanistic proposal is presented that accounts for observed reactivity differences with analogous deoxygenative electrocarboxylation.

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Publication Details

Journal
Angewandte Chemie
Published
2025-08-11
DOI
https://doi.org/10.1002/ange.202508697
Citations
1
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.94

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Electrochemical Deoxygenative Silylation of Alcohols

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Electrochemical Deoxygenative Silylation of Alcohols

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article en
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Abstract

Abstract Alcohols are highly common organic compounds but remain scarce as alkyl donors in synthetic procedures. Here, we describe an electrochemical procedure for their deoxygenative cross‐electrophile coupling with hydrosilanes, furnishing organosilane products in good to excellent yields. Mechanistic studies provide insights into the operating pathways of this semi‐paired electrolytic transformation, suggesting that silyl ethers are likely reaction intermediates. Furthermore, a unified mechanistic proposal is presented that accounts for observed reactivity differences with analogous deoxygenative electrocarboxylation.

Angewandte ChemieVol. 137(39)
Zero to Three (US), KTH Royal Institute of Technology (SE)
Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung, Stiftelsen för Strategisk Forskning, Stiftelsen Olle Engkvist Byggmästare, Vetenskapsrådet, European Research Council
Clean water and sanitation
Openalex Percentile: Top 23%
Radical Photochemical Reactions
0.94
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