The effect of methyl groups on nucleophilic substitution reactions of chlorocyclotriphosphazenes

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dc.contributor.authorWilliams, Kenneth Bruceen
dc.contributor.committeechairHarris, Paul J.en
dc.contributor.committeememberBell, Harold M.en
dc.contributor.committeememberHanson, Brian E.en
dc.contributor.committeememberKingston, David G. I.en
dc.contributor.committeememberOgliaruso, Michael A.en
dc.contributor.departmentChemistryen
dc.date.accessioned2014-08-13T14:38:53Zen
dc.date.available2014-08-13T14:38:53Zen
dc.date.issued1985en
dc.description.abstractThe reactions of methyl-substituted chlorocyclotriphosphazenes with aryl Grignard reagents and with bifunctional amines, aminoalcohols, and alkoxides were investigated. The characterization data for the compounds formed in the reactions of monomethylpentachlorocyclotriphosphazene and the Grignard reagents were found to be informative with respect to the extent and nature of the interaction between the phosphazene ring and its exocyclic substituents. This interaction was found to be responsible for significant effects on the reactions of the phosphazene ring with nucleophiles. The reactions of the bifunctional nucleophiles were found to be useful probes of the reactivity of the phosphazene ring. Specifically, a single methyl group is found to activate the chlorine on the same phosphorus atom, while a pair of geminally substituted methyl groups is found to deactivate the chlorine atoms on a different phosphorus atom. The results allow a new interpretation of the substitution patterns of various nucleophiles on chlorocyclotriphosphazenes.en
dc.description.adminincomplete_metadataen
dc.description.degreePh. D.en
dc.format.extentix, 222 leavesen
dc.format.mimetypeapplication/pdfen
dc.identifier.urihttp://hdl.handle.net/10919/49962en
dc.publisherVirginia Polytechnic Institute and State Universityen
dc.relation.isformatofOCLC# 13805509en
dc.rightsIn Copyrighten
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/en
dc.subject.lccLD5655.V856 1985.W5475en
dc.subject.lcshPhosphorus compounds -- Reactivityen
dc.subject.lcshNitrogen compounds -- Reactivityen
dc.subject.lcshMethyl groupsen
dc.titleThe effect of methyl groups on nucleophilic substitution reactions of chlorocyclotriphosphazenesen
dc.typeDissertationen
dc.type.dcmitypeTexten
thesis.degree.disciplineChemistryen
thesis.degree.grantorVirginia Polytechnic Institute and State Universityen
thesis.degree.leveldoctoralen
thesis.degree.namePh. D.en

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