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Title: Reactivity studies of the 2-phosphaethynolate anion : a pathway to phosphinecarboxamides
Author: de Faria, Erica Neves
ISNI:       0000 0004 9347 7472
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 2020
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This thesis summarises the research carried out during my PhD on the phosphinecarboxamide family. Inspired by Wöhler’s seminal synthesis of urea, the phosphinecarboxamides are obtained by the reaction of the 2-phosphaethynolate anion, PCO–, a heavier congener of the cyanate anion, with ammonium salts. These species are phosphorus-containing analogues of urea, RHPC(O)NHR’. These compounds are prime examples of primary phosphines that exhibit remarkably air- and moisture stability. Several examples of these compounds were obtained by the reaction of the 2-phosphaethynolate anion with a variety of amines such as amino acids, leading to N-functionalised chiral products and bidentate amines. The reactivity of these compounds was explored by promoting deprotonation of the molecules, which allowed post functionalisation, affording new P-functionalised species. These phosphinecarboxamides were also shown to be able to act as Lewis bases, as they were able to use the phosphorus lone-pair to coordinate to transition metals centres. Finally, this thesis underlines the reactivity of the PCO– anion with amines bearing a ferrocenyl group as well the reactivity of the resulting products.
Supervisor: Goicoechea, Jose M. Sponsor: CNPq
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available