Ferrocenyl Monophosphine Ligands:  Synthesis and Applications in the Suzuki−Miyaura Coupling of Aryl Chlorides

• Published in: Journal of organic chemistry Vol. 69; no. 22; pp. 7779 - 7782
• Main Authors: Baillie, Colin, Zhang, Lixin, Xiao, Jianliang
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 29.10.2004; Amer Chemical Soc
• Subjects: Catalysis; Catalysts: preparations and properties; Chemistry; Chemistry, Organic; Exact sciences and technology; General and physical chemistry; Noncondensed benzenic compounds; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; HALIDES; SYSTEM; HIGHLY-ACTIVE CATALYST; MECHANISM; C-N; TERTIARY PHOSPHINES; BROMIDES; PALLADIUM-CATALYZED AMINATION; GENERAL-METHOD; BIARYLS; Catalytic reaction; Transition element complexes; Ligand; Organic phosphine; Palladium complex; Aromatic compound; Chemical synthesis; Metallocene; Ferrocene
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo048963u

Ferrocenyl monophosphine ligands have been developed by a method based on palladium-catalyzed Suzuki−Miyaura coupling. The modular procedure creates a rapid synthesis of phosphines with diverse properties. The electron-rich phosphines have been successfully applied to the Suzuki−Miyaura coupling of activated and deactivated aryl chlorides, with low catalyst loading being feasible in the synthesis of tris-ortho-substituted biaryls.