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Synthesis of Platinum Complexes Containing Bidentate N,O-donor Ligands

Abstract
The reaction of N,O-donor ligands hippuric acid and N-phenylanthranilic acid with [PtCl₂(COD)] (COD = 1,5-cyclooctadiene) in dichloromethane and in the presence of silver(I) oxide yields the complexes [Pt{OC(O)CH₂N(COPh)}(COD)] and [Pt{OC(O)(C₆H₄)N(Ph)}(COD)]. Several ligand-substitution reactions were performed using complex [Pt{OC(O)CH₂N(COPh)}(COD)] and a variety of phosphines, to produce [Pt{OC(O)CH₂N(COPh)}(PPh₃)₂].1.5.CH₂Cl₂, [Pt{OC(O)CH₂N(COPh)}(dppe)][dppe = 1,2-bis(diphenylphosphino)ethane], [Pt{OC(O)CH₂N(COPh)}(PTA)₂] (PTA = 1,3,5-triaza-7-phosphaadamantane) and [Pt{OC(O)CH₂N(COPh)}(dppf)] [1,1’-bis(diphenylphosphino)ferrocene]. The X-ray crystal structure of [Pt{OC(O)CH₂N(COPh)}(COD)] was obtained which showed the hippurate ligand coordinated to platinum via the nitrogen and oxygen atoms. Attempts were made to synthesise two N,O-coordinated gold(III) complexes, however characterisation showed the resulting products to be a mixture of compounds. All new complexes were characterised by elemental analysis, melting point, electrospray ionisation mass spectrometry (ESI-MS), nuclear magnetic resonance (NMR) and infra-red (IR) spectroscopy. In particular, a range of various 1D (¹H, ¹³C, ³¹P, DEPT and selective NOESY) and 2D (COSY, NOESY, HSQC, HMBC and H2BC) NMR experiments were used to provide full spectral assignment of each complex.
Type
Thesis
Type of thesis
Series
Citation
Sim, S. A. (2014). Synthesis of Platinum Complexes Containing Bidentate N,O-donor Ligands (Thesis, Master of Science (MSc)). University of Waikato, Hamilton, New Zealand. Retrieved from https://hdl.handle.net/10289/8722
Date
2014
Publisher
University of Waikato
Rights
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