Organic Photoredox-Catalyzed Hydrosilylation of Vinylboronic Esters for the Synthesis of Geminal and Vicinal Borosilanes

Geminal and vicinal borosilanes have unique applications in functional materials and synthetic transformations. Herein, a convenient method for the synthesis of geminal and vicinal borosilanes is developed via photoredox metal-free hydrosilylation of vinylboronic esters. This strategy features the advantages of high atom economy, environmental friendliness, and excellent functional group compatibility. The mechanism studies reveal that the catalytic reaction goes through photoredox HAT catalysis and a radical addition pathway.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-24
DOI
https://doi.org/10.1021/acs.joc.4c01731
Citations
4
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
1.00

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article

Organic Photoredox-Catalyzed Hydrosilylation of Vinylboronic Esters for the Synthesis of Geminal and Vicinal Borosilanes

Pan Han, Lin‐Hai Jing, Zhengbing Zhang, Yue Zhang et al.
4 citations
The Journal of Organic Chemistry
Organoboron and organosilicon chemistry
1.00
article

Organic Photoredox-Catalyzed Hydrosilylation of Vinylboronic Esters for the Synthesis of Geminal and Vicinal Borosilanes

Pan Han, Lin‐Hai Jing, Zhengbing Zhang, Yue Zhang, Yuanyuan Liu, Ting Wang
article en
4 citations

Abstract

Geminal and vicinal borosilanes have unique applications in functional materials and synthetic transformations. Herein, a convenient method for the synthesis of geminal and vicinal borosilanes is developed via photoredox metal-free hydrosilylation of vinylboronic esters. This strategy features the advantages of high atom economy, environmental friendliness, and excellent functional group compatibility. The mechanism studies reveal that the catalytic reaction goes through photoredox HAT catalysis and a radical addition pathway.

The Journal of Organic ChemistryVol. 89(22)
China West Normal University (CN)
National Natural Science Foundation of China, Department of Science and Technology of Sichuan Province, China West Normal University
Openalex Percentile: Top 26%
Organoboron and organosilicon chemistry
1.00
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