Electrochemical Deoxygenative Silylation of Alcohols

P Piret Villo (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) M Malin Lill (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) Z Ziwei Fan (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) K Kevin Breitwieser (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) J Jai White (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) S Sergio Pérez Morente (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) M Mårten Ahlquist (Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden) H Helena Lundberg

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.

Article Details

Volume / Issue Vol. 64, Issue 39
Published September 22, 2025
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (8)

P

Piret Villo

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

M

Malin Lill

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

Z

Ziwei Fan

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

K

Kevin Breitwieser

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

J

Jai White

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

S

Sergio Pérez Morente

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

M

Mårten Ahlquist

Department of Chemistry KTH Royal Institute of Technology Stockholm SE‐10044 Sweden

H

Helena Lundberg