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Synthesis and characterization of platinum(II) complexes with adamantantanamine derivatives and related ligands

Cis-Pt(NH$ sb3) sb2$Cl$ sb2$ is now well established as an antitumor drug. There are still difficulties in its widespread administration, however, because of its numerous side effects and toxicity. Replacement of the NH$ sb3$ groups by amines more compatible to the human system might possibly be a way of surmounting these problems. One such amine is 1-adamantanamine which has been demonstrated to exibit both antiviral and anticancer activity. / New platinum(II) complexes of the type (Pt(A$ sp prime$)Cl$ sb3 rbrack sp-$, Pt(A)(A$ sp prime$)Cl$ sb2$ and Pt(A)(A$ sp prime$)I$ sb2$, where A = methylamine, ethylamine, cyclobutylamine and cyclopentylamine and A$ sp prime$ = 1-adamantanamine, 2-adamantanamine and 1-methyladamantanamine have been synthesized. The structure of (2-adamH) (Pt(EtNH$ sb2$)Cl$ sb3$) complex has been determined by X-ray diffraction. / The synthesis of platinum(II) complexes containing the dimethylformamide ligand (DMF) was undertaken to study the reactivity of DMF with chloro-bridged dimers and trimers. When platinum complexes of the type (Pt(A)Cl$ sb3 rbrack sp-$ were stirred in perchloric acid, oligomeric species were formed which can be cleaved by O-donor ligands such as DMF, water or acetone. A series of complexes of the type (Pt(A)Cl$ sb2 rbrack sb{ rm n}$ and (Pt(A)(DMF)Cl$ sb2$), where A = methylamine, ethylamine, cyclobutylamine, cyclopentylamine, dimethylamine and DMF has been synthesized. The crystal structure of a cyclic trimer, cyclo-tri-$ mu$-chloro-tri- (chloro(dimethylamine)platinum(II)) was determined. All the compounds have been characterized by infrared and Raman spectroscopy, by $ sp{195}$Pt- and $ sp1$H-NMR spectroscopy (when soluble) and occasionally by X-ray diffraction when suitable crystals could be obtained.

Identiferoai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.70233
Date January 1991
CreatorsDoyon, Monique
PublisherMcGill University
Source SetsLibrary and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada
LanguageEnglish
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation
Formatapplication/pdf
CoverageDoctor of Philosophy (Department of Chemistry.)
RightsAll items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated.
Relationalephsysno: 001255844, proquestno: AAINN72165, Theses scanned by UMI/ProQuest.

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