31026-83-2Relevant academic research and scientific papers
Multi-functionalized ionic liquid with in situ-generated palladium nanoparticles for Suzuki, Heck coupling reaction: a comparison with deep eutectic solvents
Gaikwad,Undale,Patil,Pore
, p. 253 - 261 (2019)
Abstract: A new catalytic system for Suzuki and Heck coupling has been developed from multi-functionalized task specific ionic liquid (TSIL) and in situ formed palladium nanoparticles (PdNps). The generated PdNPs were characterized by UV–Visible spectroscopy and transmission electron microscopy (TEM) analysis. These PdNPs have found size below 10?nm and exhibited a excellent catalytic activity in the cross-coupling of aryl halide without using external phosphine ligand. Along with electron deficient olefins, electron rich olefins were also undergo smooth reaction giving excellent yield. The results obtained in ionic liquid are compared with results obtained in deep eutectic solvents. Progress of reaction was found very smooth in ionic liquid rather than in deep eutectic solvents. The aqueous system containing ionic liquid along with PdNPs was recycled for seven times, without any significant loss. Graphical abstract: [Figure not available: see fulltext.].
Palladium-Catalyzed Cross-Coupling of (2-Ethoxyvinyl)boranes with Aryl and Benzyl Halides. A New Method for Conversion of Organic Halides into Aldehydes with Two More Carbon Atoms
Miyaura, Norio,Maeda, Koji,Suginome, Hiroshi,Suzuki, Akira
, p. 2117 - 2120 (2007/10/02)
Vinyl ethers 3 can be synthesized in high yields by the cross-coupling of an aryl or benzyl halide with tris(2-ethoxyvinyl)borane (1) or (2-ethoxyvinyl)-1,3,2-benzodioxaborole (2) in the presence of 1 mol percent of a palladium complex such as PdCl2(PPh3)2, Pd(OAc)2(PPh3)2, or Pd(PPh3)4 and a base while retaining the original configuration of the double bond in (2-ethoxyvinyl)boranes.No noticeable quantities of biaryls or conjugated dienes were found in this reaction.The reaction did not proceed in the absence of a base.This new vinyl ether synthesis was found to be applicable to aryl halides substituted with a variety of functional groups such as halogen, methoxy, carboethoxy, and acetyl groups.Electron-attracting substituents facilitate the coupling.Since vinyl ethers 3 thus obtained can readily be hydrolyzed to give aldehydes (eq 4), the sequence (eq 1-4) provides an efficient new method for converting an aryl halide into an aldehyde with two more carbon atoms.
