23579-92-2Relevant articles and documents
Displacement of Pyridine-2-methanol from Dichloro(pyridine-2-methanolato)gold(III) in Acidic Solution. Ring Opening at Oxygen
Canovese, Luciano,Cattalini, Lucio,Marangoni, Giampaolo,Tobe, Martin L.
, p. 731 - 736 (2007/10/02)
The kinetics of displacement of pyridine-2-methanol (N-OH) from dichloro(pyridine-2-methanolato)gold(III), , have been studied in 5percent aqueous methanol at 25 deg C.In the presence of LiCl and perchloric acid the reaction consists of a pre-equilibrium protonation of the oxygen followed, first, by ring opening at oxygen accompanied by the entry of chloride or solvent, and then by displacement of the N-bonded pyridine-2-methanol to give -.This final stage is very similar to the displacement of 2-(methoxymethyl)pyridine (N-OMe) from .The ligand is not displaced in absence of chloride.The reaction between - and excess pyridine-2-methanol in 5percent methanol was also studied at 25 deg C.The initial attachement of the ligand by nitrogen is followed by rapid ring closing and a second molecule of ligand enters more slowly.The final product is + (isomeric form unknown), stabilised by the basic conditions generated by the excess ligand.Monodentate pyridine-2-methanol behaves as if it has a pKa of 5.6 with a steric hindrance comparable to that of 2-methylpyridine.