Neopentylglycolborylation of Aryl Mesylates and Tosylates Catalyzed by Ni-Based Mixed-Ligand Systems Activated with Zn

Abstract

The mixed-ligand system NiCl(2)(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electron-deficient aryl mesylates and tosylates. The addition of Zn powder as a reductant dramatically increases the reaction yield and reduces the reaction time by more than an order of magnitude, providing complete conversion in 1-3 h.

“Nascent” Cu(0) nanoparticles‐mediated single electron transfer living radical polymerization of acrylonitrile at ambient temperature

“…Electrochemically, the reaction of CuBr 2 and metallic powder is apt to generate Cu(0) in situ through a facile redox process (Cu(II) + 2e − → Cu(0), Δ E = 0.337 V). The utility of Zn(0) as reductant to produce Ni(0) catalyst that was highly efficient for mediating homocoupling and cross‐coupling reactions,44–47 borylation reactions,48, 49 and polymerizations reactions based on these organic reactions50–53 were reported by Percec and coworkers. Furthermore, Gerard's and Canturk's groups also demonstrated the potential by using zinc powder as a special reducing agent 54, 55…”

Synthesis of high performance polyacrylonitrile by RASA SET-LRP in the presence of Mg powder

“…[38][39][40][41][42][43][44][45][46][47][48] In ARGET ATRP, various reducing agents (RAs) including zero valent copper, zinc, magnesium, iron, and ascorbic acid are used to reduce transition metal complex in a high oxidation state to in a low oxidation state. [49][50][51][52] SET-LRP of methyl methacrylate catalyzed by in situ prepared Cu(0) at ambient temperature using various metallic powders including Zn(0), Ni(0), Mg(0), and Fe(0) was attempted.…”

Palladium-Catalyzed Borylation of Aryl and Heteroaryl Halides Utilizing Tetrakis(dimethylamino)diboron: One Step Greener

“…The methods that have emerged still rely largely on B 2 Pin 2 or modified versions of this reagent. 2–13 …”