Iridium-Catalyzed α-C(sp3)–H Borylation of Trialkylhydrosilanes

Abstract It is known that trialkylhydrosilanes undergo either Si–H or γ-C–H borylation in the iridium-catalyzed reaction with bis(pinacolato)diboron. We developed α-C–H borylation as a new iridium-catalyzed reaction of trialkylhydrosilanes. The key to changing the reaction mode was the use of 2,2′-bipyridines bearing a methyl group at the 5- or 6-position as ligands for the iridium catalyst. This reaction allows direct access to synthetically useful α-borylated hydrosilanes from readily available trialkylhydrosilanes.

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Publication Details

Journal
Organometallics
Published
2026-10-15
DOI
https://doi.org/10.1021/acs.organomet.6c00303
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Iridium-Catalyzed α-C(sp3)–H Borylation of Trialkylhydrosilanes

Toshimichi Ohmura, Takeru Torigoe, Shunta Yamamoto
Organometallics
Organoboron and organosilicon chemistry
article

Iridium-Catalyzed α-C(sp3)–H Borylation of Trialkylhydrosilanes

Toshimichi Ohmura, Takeru Torigoe, Shunta Yamamoto
article en

Abstract

Abstract It is known that trialkylhydrosilanes undergo either Si–H or γ-C–H borylation in the iridium-catalyzed reaction with bis(pinacolato)diboron. We developed α-C–H borylation as a new iridium-catalyzed reaction of trialkylhydrosilanes. The key to changing the reaction mode was the use of 2,2′-bipyridines bearing a methyl group at the 5- or 6-position as ligands for the iridium catalyst. This reaction allows direct access to synthetically useful α-borylated hydrosilanes from readily available trialkylhydrosilanes.

Organometallics
Kyoto Institute of Technology (JP)
Ministry of Education, Culture, Sports, Science and Technology
Openalex Percentile: Top 25%
Organoboron and organosilicon chemistry
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