title: The Cu(I) catalyzed Meerwein reaction in aqueous solutions proceeds via a radical mechanism. The effect of several ligands.
abstract: The effect of the ligands 2,5,8,11-tetramethyl-2,5,8,11-tetraaza-dodecane and fumarate on the mechanism and kinetics of the Cu(I) catalyzed Meerwein reaction was studied. The results point out that initially the Cu(I) ion binds to the aromatic ring with the diazo substituent. This reaction is followed by a redox process involving N2 loss and the formation of an aryl radical, R˙. The following kinetics depends on the nature of the ligand, its effect on the redox potential and the steric hindrance it induces on the central copper ion. Clearly the ligand 2,5,8,11-tetramethyl-2,5,8,11-tetraaza-dodecane does not form an optimal catalyst with Cu(I) while it does for the Ullmann reaction.
authors: Chemical Engineering Department, Sami Shamoon College, Beer-Sheva, Israel. arielab@sce.ac.il
authors: Ariela
authors: A
authors: Burg
authors: Yaniv
authors: Y
authors: Wolfer
authors: Haya
authors: H
authors: Kornweitz
authors: Limor
authors: L
authors: Shenar-Jackson
authors: Alexandra
authors: A
authors: Masarwa
authors: Dan
authors: D
authors: Meyerstein
mesh_terms: D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry*; D007700:Kinetics; D008024:Ligands; D008968:Molecular Conformation; D014867:Water / Q000737:chemistry
chemical_list: D056831:Coordination Complexes; D005609:Free Radicals; D008024:Ligands; D014867:Water; D003300:Copper