Pd Nanoparticles Catalyzed Stereospecific Synthesis of β-Aryl Cinnamic Esters in Ionic Liquids

• Published in: Journal of organic chemistry Vol. 68; no. 7; pp. 2929 - 2933
• Main Authors: Caló, Vincenzo, Nacci, Angelo, Monopoli, Antonio, Laera, Stefania, Cioffi, Nicola
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 04.04.2003; Amer Chemical Soc
• Subjects: Catalysis; Catalysts: preparations and properties; Chemistry; Chemistry, Organic; Exact sciences and technology; General and physical chemistry; Physical Sciences; Science & Technology; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; PALLADIUM; ALKENES; MECHANISM; COUPLING REACTIONS; ARYLATION; COMPLEXES; PERSPECTIVES; OLEFINS; N-HETEROCYCLIC CARBENES; HECK REACTION; Ester; Catalytic reaction; Nanoparticle; Ammonium compound; Palladium complex; Stereospecificity; Bromine Organic compounds; Aromatic compound; Chemical synthesis; Ethylenic compound; Molten salt; Ionic liquid
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo026877t

Reaction of the catalyst 1 or Pd(OAc)2 with tetrabutylammonium acetate, dissolved in tetrabutylammonium bromide, leads to a fast formation of Pd nanoparticles which efficiently catalyze the stereospecific reaction of cinnamates with aryl halides to give β-aryl-substituted cinnamic esters. The role of tetrabutylammonium acetate is crucial in determining the formation of nanoparticles and stereospecificity of the C−C coupling process.