42 research outputs found
A new entry to asymmetric platinum(IV) complexes via oxidative chlorination
Pt(IV) complexes are usually prepared by oxidation of the
corresponding Pt(II) counterparts, typically using hydrogen peroxide or
chlorine. A different way to synthesize asymmetrical Pt(IV) compounds is the
oxidative chlorination of Pt(II) counterparts with N-chlorosuccinimide. The
reaction between cisplatin cis-[PtCl2(NH3)2], carboplatin, cis-[PtCl2(dach)]
and cis-[Pt(cbdc)(dach)] (cbdc = cyclobutane-1,1′-dicarboxylato; dach =
cyclohexane-1R,2R-diamine) with N-chlorosuccinimide in ethane-1,2-diol was
optimized to produce the asymmetric Pt(IV) octahedral complexes [PtA2Cl-
(glyc)X2] (A2 = 2 NH3 or dach; glyc = 2-hydroxyethanolato; X2 = 2 Cl or
cbdc) in high yield and purity. The X-ray crystal structure of the
[Pt(cbdc)Cl(dach)(glyc)] complex is also reported. Moreover, the oxidation method proved to be versatile enough to produce
other mixed Pt(IV) derivatives varying the reaction medium. The two trichlorido complexes easily undergo a pH-dependent
hydrolysis reaction, whereas the dicarboxylato compounds are stable enough to allow further coupling reactions for drug
targeting and delivery via the glyc reactive pendant. Therefore, the coupling reaction between the [Pt(cbdc)Cl(dach)(glyc)] and
a model carboxylic acid, a model amine, and selectively protected amino acids is reported