88215-41-2Relevant articles and documents
Au(iii)-catalyzed intermolecular amidation of benzylic C-H bonds
Zhang, Yan,Feng, Bainian,Zhu, Chengjian
supporting information, p. 9137 - 9141,5 (2012/12/12)
Au(iii)-catalyzed intermolecular amidations of benzylic C-H bonds with sulfonamides and carboxamides are described. The protocol with the Au-bipy complex/N-bromosuccinimide system provides practical applications for synthesis of various amides via C-H activations. The reaction proceeds with high efficiency to give the corresponding amines, which are extremely useful synthetic intermediates.
DISPLACEMENT BY CHLORIDE OF PYRIDINE-2-CARBOXYLATE FROM DICHLORO(PYRIDINE-2-CARBOXYLATO)GOLD(III) IN ACIDIC SOLUTION; THE POSITION OF RING OPENING
Annibale, Giuliano,Canovese, Luciano,Cattalini, Lucio,Marangoni, Giampaolo,Michelon, Gianni,Tobe, Martin L.
, p. 1641 - 1646 (2007/10/02)
The kinetics of the reaction + 2Cl- - + +HN-OH (where N-O = pyridine-2-carboxylate) have been studied at 25 deg C in methanol-water (95:5,v/v).In the presence of excess of chloride, the reaction involves a fast and reversible ring opening with Au-N bond breaking (K1 = 3.16 dm3 mol-1) and a reversible protonation of the free nitrogen (K2 = 640 dm3 mol-1, corresponding to a pKa of 2.80) followed by a typical associatively activated displacement of the O-bonded ligand by chloride, with the usual rate law, kobs. = k1 + k2-> where k1 (the solvolytic rate constant) = 1.9 1E-4 s-1 and k2 = 4.54 1E-2 dm3 mol-1 s-1.In the absence of chloride a solvolytic ring opening can be observed but the reaction stops before the monodentate ligand is displaced.
