Syntheses of selected mono- and di-esters of phosphoric acid and stability constants of their copper (II) complexes

 

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dc.contributor.advisor Modro, Tomasz A en_ZA
dc.contributor.advisor Linder, P W en_ZA
dc.contributor.advisor Torrington, R G en_ZA
dc.contributor.author Armstrong, Moira Margaret en_ZA
dc.date.accessioned 2016-02-15T07:16:01Z
dc.date.available 2016-02-15T07:16:01Z
dc.date.issued 1984 en_ZA
dc.identifier.citation Armstrong, M. 1984. Syntheses of selected mono- and di-esters of phosphoric acid and stability constants of their copper (II) complexes. University of Cape Town. en_ZA
dc.identifier.uri http://hdl.handle.net/11427/17044
dc.description Bibliography: pages 109-113. en_ZA
dc.description.abstract A number of different routes were attempted to the syntheses of organic phosphate models (R₁O)(R₂O)PO; where R₁ = 4-nitrophenyl group and R₂ = benzyl, 2-pyridylmethyl, 1-naphthylor 8-quinolyl group. However, preparative difficulties and side reactions, due mainly to the susceptibility of the 4-nitrophenoxy moiety to nucleophilic displacement reactions, resulted in simplification of the target models to a pair of monoesters (R₃O)PO₃H₂ and a pair of diesters (R₃O)(R₄O)P(O)O⁻Na⁺ where R₃ = 1-naphthyl group (monoester (A) or diester (C)) or 8-quinolyl group (monoester (B) or diester (D)) and R₄ = methyl group. Such a set of substrates allowed comparison of the reactivities of phosphate monoesters and diesters and as the components of each pair differed only by the presence or absence of a tertiary amine function in one of the ester linkages, the effect on the reactivity of such a compound, due to the presence of a heterocyclic atom, could be gauged. Complex formation between ligands (A), (B), (C) and (D) and copper(II) ions in aqueous solution at 25° C and I = 0,15 mol dm⁻³ (Na)[Cl⁻] was investigated by means of glass electrode potentiometry and computational analysis. Mononuclear and hydroxo complexes were found to occur with ligands (A), (B) and (D). No complexation was detected with ligand (C). The copper(II) ion was found to be only singly coordinated to ligands (A) and (D) through a terminal phosphate group and the quinolyl nitrogen respectively,while with ligand (B) a chelate structure was formed involving the quinolyl nitrogen and a terminal phosphate group to form a seven-membered ring. Formation constants are given for two protonation and four copper(II) complexes of ligand (B) and for one protonation and four copper(II) complexes, each, of ligands (A) and (D). en_ZA
dc.language.iso eng en_ZA
dc.subject.other Chemistry en_ZA
dc.title Syntheses of selected mono- and di-esters of phosphoric acid and stability constants of their copper (II) complexes en_ZA
dc.type Thesis / Dissertation en_ZA
uct.type.publication Research en_ZA
uct.type.resource Thesis en_ZA
dc.publisher.institution University of Cape Town
dc.publisher.faculty Faculty of Science en_ZA
dc.publisher.department Department of Chemistry en_ZA
dc.type.qualificationlevel Masters en_ZA
dc.type.qualificationname MSc en_ZA
uct.type.filetype Text
uct.type.filetype Image


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