The structure and reactivity of N-Acyl phosphoric amides and related systems

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dc.contributor.advisorModro, Tomasz Aen_ZA
dc.contributor.authorMizrahi, Valerieen_ZA
dc.date.accessioned2016-10-21T07:39:13Z
dc.date.available2016-10-21T07:39:13Z
dc.date.issued1983en_ZA
dc.descriptionBibliography: p. 221-241.en_ZA
dc.description.abstractTwo synthetic approaches towards the N-acyl phosphylamide system Z₂P(O)-NR-C(O)R' (1; Z =alkyl, O-alkyl; R = H, Me; R' =M e, Ph), from phosphylamide and carboxamide precursors are discussed. The infrared, ¹H and ¹³C NMR spectral features of system (1), indicate predominant resonance interaction of the nitrogen non-bonding electrons with the adjacent carboxyacyl, rather than phosphacyl centre. The electron-with- drawing effect of the phosphyl substituent Z₂P(O), is nonetheless sub- stantial, thus weakening the basicity and nucleophilicity of the nitrogen atom and enhancing the electrophilicity of the carbonyl centre. The influence of the electronic distribution within the OPNCO moiety upon the structure and reactivity of (1), has been investigated.en_ZA
dc.identifier.apacitationMizrahi, V. (1983). <i>The structure and reactivity of N-Acyl phosphoric amides and related systems</i>. (Thesis). University of Cape Town ,Faculty of Science ,Department of Chemistry. Retrieved from http://hdl.handle.net/11427/22252en_ZA
dc.identifier.chicagocitationMizrahi, Valerie. <i>"The structure and reactivity of N-Acyl phosphoric amides and related systems."</i> Thesis., University of Cape Town ,Faculty of Science ,Department of Chemistry, 1983. http://hdl.handle.net/11427/22252en_ZA
dc.identifier.citationMizrahi, V. 1983. The structure and reactivity of N-Acyl phosphoric amides and related systems. University of Cape Town.en_ZA
dc.identifier.ris TY - Thesis / Dissertation AU - Mizrahi, Valerie AB - Two synthetic approaches towards the N-acyl phosphylamide system Z₂P(O)-NR-C(O)R' (1; Z =alkyl, O-alkyl; R = H, Me; R' =M e, Ph), from phosphylamide and carboxamide precursors are discussed. The infrared, ¹H and ¹³C NMR spectral features of system (1), indicate predominant resonance interaction of the nitrogen non-bonding electrons with the adjacent carboxyacyl, rather than phosphacyl centre. The electron-with- drawing effect of the phosphyl substituent Z₂P(O), is nonetheless sub- stantial, thus weakening the basicity and nucleophilicity of the nitrogen atom and enhancing the electrophilicity of the carbonyl centre. The influence of the electronic distribution within the OPNCO moiety upon the structure and reactivity of (1), has been investigated. DA - 1983 DB - OpenUCT DP - University of Cape Town LK - https://open.uct.ac.za PB - University of Cape Town PY - 1983 T1 - The structure and reactivity of N-Acyl phosphoric amides and related systems TI - The structure and reactivity of N-Acyl phosphoric amides and related systems UR - http://hdl.handle.net/11427/22252 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/22252
dc.identifier.vancouvercitationMizrahi V. The structure and reactivity of N-Acyl phosphoric amides and related systems. [Thesis]. University of Cape Town ,Faculty of Science ,Department of Chemistry, 1983 [cited yyyy month dd]. Available from: http://hdl.handle.net/11427/22252en_ZA
dc.language.isoengen_ZA
dc.publisher.departmentDepartment of Chemistryen_ZA
dc.publisher.facultyFaculty of Scienceen_ZA
dc.publisher.institutionUniversity of Cape Town
dc.subject.otherChemistryen_ZA
dc.subject.otherOrganic Chemistryen_ZA
dc.titleThe structure and reactivity of N-Acyl phosphoric amides and related systemsen_ZA
dc.typeDoctoral Thesis
dc.type.qualificationlevelDoctoral
dc.type.qualificationnamePhDen_ZA
uct.type.filetypeText
uct.type.filetypeImage
uct.type.publicationResearchen_ZA
uct.type.resourceThesisen_ZA
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