Synthesis of N-alkyl-and N,N-dialkyl-N'-acyl- and N'-aroythioureas, and aspects of their co-ordination chemistry with Pt(II)and Pd(II)

Doctoral Thesis

2000

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University of Cape Town

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Abstract
The synthesis of simple, and also bipodal N-substituted N'-acyl- and N'-aroylthiourea ligands has been investigated, along with aspects of their co-ordination chemistry to Pt(II) and Pd(II). The ligands are commonly produced by reacting a secondary or primary amine with an acyl or aroyl isothiocyanate. This synthesis requires nucleophilic addition of the amine to the thiocarbonyl carbon of the acyl or aroyl isothocyanate. However, a competitive side-reaction frequently occurs because the amine nucleophile can attack the carbonyl carbon of the isothiocyanate reagent instead. This leads to substitution of the isothiocyanate moiety and the formation of an N-substituted amide.
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