15227-44-8Relevant articles and documents
Platinum(IV) analogues of AMD473 (cis-[PtCl2(NH 3)(2-picoline)]): Preparative, structural, and electrochemical studies
Battle, Andrew R.,Choi, Robin,Hibbs, David E.,Hambley, Trevor W.
, p. 6317 - 6322 (2006)
The preparation and oxidation of the anticancer drug AMD473, cis-[PtCl 2(NH3)(2-pic)] (2-pic = 2-methylpyridine), has been investigated. cis-[PtCl2(NH3)(2-pic)] is readily oxidized with peroxide to give the trans-dihydroxoplatinum-(IV) complex cis,trans,cis-[PtCl2(OH)2(NH3)(2-pic)]. The crystal structure of this complex reveals that it is highly strained as a result of a steric clash between the methyl group of the 2-picoline ligand and an axial hydroxo ligand, with the Pt-N-C angle adjacent to this clash opened up to an unprecedented 138.6(6)°. Attempts at converting the dihydroxoplatinum(IV) complex to dichloro and diacetato analogues were unsuccessful with reaction with HCl leading to loss and protonation of the 2-picoline ligand to form the salt (2-picH)[PtCl5(NH3)] and the platinum(II) complex cis-[PtCl2(NH3)(2-pic)], both confirmed by crystallography. Electrochemical studies revealed that cis,trans,-cis-[PtCl 2(OH)2(NH3)(2-pic)] is reduced more readily (-714 mV vs Ag/AgCl) than its pyridine analogue cis,trans,-cis-[PtCl 2(OH)2(NH3)(pyridine)] (-770 mV vs Ag/AgCl) consistent with the steric clash in the former complex destabilizing the platinum(IV) oxidation state.
A Rapid Method for the Synthesis of Water-soluble Platinum(II) Amine and Pyridine Complexes
Souchard, Jean-Pierre,Wimmer, Franz L.,Ha, Tam T. B.,Johnson, Neil P.
, p. 307 - 310 (2007/10/02)
Seventeen cis- complexes (am = methylamine, cycloalkylamines, substituted pyridines, aniline, or benzylamine; 2am = 2,2'-bipyridyl) were synthesized by reaction of cis- with silver nitrate in acetone.The reaction was rapid (5-20 min at room temperature) with a yield of about 85percent.The complexes appear to be stable in acetone with respect to isomerization.Thus, after 1 h at 25 degC acetone solutions of cis- (am = cyclohexylamine or 4-methylpyridine; X = I or ONO2) showed no isomerization judging by 1H n.m.r. spectroscopy of these compounds and their corresponding trans isomers.
Organoamidometallics. II. Decarboxylation Syntheses and Structures of platinum(II) Complexes
Buxton, David P.,Deacon, Glen B.,Gatehouse, Bryan M,Grayson, Ian L.,Black, David St. C.
, p. 943 - 956 (2007/10/02)
The complexes (L = py, X = Cl or Br; L = 2-methylpyridine or 4-methylpyridine, X = Cl) have been prepared by decarboxylation reactions between PtX2(dmen) (dmen = N,N-dimethylethane-1,2-diamine) and thallous pentafluorobenzoate in the appropriate hot pyridine.Other organoamidoplatinum(II) complexes, (R = p-HC6F4, X = I; R = C6F5, X = Cl, Br or I; R = p-MeC6F4, X = Cl; R = p-ClC6F4 or p-BrC6F4, X = I) and (R = p-HC6F4; dmpy = 2,5-dimethylpyridine), have been prepared by analogous decarboxylations between PtX2(dmen), thallous 2,3,5,6-tetrafluorobenzoate, and the corresponding polyfluorobenzene, RF.The mixed halogen complex has been prepared similarly and the crystal structure determined.This shows square-planar stereochemistry with the halogen and pyridine trans to NC6F5 and NMe2 respectively.Comparison of spectroscopic data suggests the other complexes have similar stereochemistry.
