Photoredox/nickel dual-catalyzed reductive C(sp 2 )–Si cross-coupling
Year: 2025
Type: article
Abstract: Nickel-catalyzed cross-electrophile coupling of carbon-electrophiles and silicon-electrophiles has recently emerged as a powerful tool for C–Si bond formations to synthesize highly valuable organosilanes. This reductive coupling strategy eliminates the manipulation of highly reactive organometallic reagents, thereby leading to a good functional group tolerance and a high step economy. However, the reported reductive C–Si couplings have to use stoichiometric amounts of Zn or Mn dust as a reductant, which somehow limits the synthetic application. Herein, we reported a novel cross-electrophile coupling of aryl halides with chlorosilanes enabled by dual photoredox/nickel catalysis. Instead of using metallic reductants, a mild and readily available α -silylamine is selected as a reliable organic reductant. Various vinyl chlorosilanes and chlorohydrosilanes were coupled smoothly. This new catalytic protocol offers an alternative approach for facile synthesis of organosilanes.
Source: Chemical Synthesis
DOI: 10.20517/cs.2024.89
Authors: Junjie Liu, Weiming Yuan
Institution: Huazhong University of Science and Technology
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
OpenAlex ID: W4409300309