Persistent Link:
http://hdl.handle.net/10150/282026
Title:
THE CHEMISTRY OF ELECTRON DEFICIENT SULFIDES
Author:
Setzer, William Nathan
Issue Date:
1981
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
This research has been directed at the study of facilitated oxidation of aliphatic sulfides by neighboring group participation. Mesocyclic polythioether and 2-substituted 6-methylthiobicyclo[2.2.1]heptane derivatives have been examined as model compounds for biological redox reactions. The preparations, structural analogues, and oxidation studies of such compounds have been investigated. A new technique has been developed for the preparation of mesocyclic polythioethers. Conformational analysis, both gas phase and solid state, and quantum mechanical analysis of one- and two-electron oxidation of mesocyclic polythioethers have been undertaken. Crystal and molecular structures of some transition metal complexes of 1,4,7-trithiacyclononane, as well as a number of 2-substituted 6-methylthiobicyclo[2.2.1]heptane derivatives have been determined using single crystal X-ray techniques. Stereoselective oxidation of 2-endo-(hydroxymethyl)-6- endo(methylthio)bicyclo[2.2.1]heptane has been achieved leading to both corresponding diastereomeric sulfoxides.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Sulfides.; Alicyclic compounds.; Oxidation-reduction reaction.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Graduate College; Chemistry
Degree Grantor:
University of Arizona
Advisor:
Glass, Richard S.

Full metadata record

DC FieldValue Language
dc.language.isoen_USen_US
dc.titleTHE CHEMISTRY OF ELECTRON DEFICIENT SULFIDESen_US
dc.creatorSetzer, William Nathanen_US
dc.contributor.authorSetzer, William Nathanen_US
dc.date.issued1981en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractThis research has been directed at the study of facilitated oxidation of aliphatic sulfides by neighboring group participation. Mesocyclic polythioether and 2-substituted 6-methylthiobicyclo[2.2.1]heptane derivatives have been examined as model compounds for biological redox reactions. The preparations, structural analogues, and oxidation studies of such compounds have been investigated. A new technique has been developed for the preparation of mesocyclic polythioethers. Conformational analysis, both gas phase and solid state, and quantum mechanical analysis of one- and two-electron oxidation of mesocyclic polythioethers have been undertaken. Crystal and molecular structures of some transition metal complexes of 1,4,7-trithiacyclononane, as well as a number of 2-substituted 6-methylthiobicyclo[2.2.1]heptane derivatives have been determined using single crystal X-ray techniques. Stereoselective oxidation of 2-endo-(hydroxymethyl)-6- endo(methylthio)bicyclo[2.2.1]heptane has been achieved leading to both corresponding diastereomeric sulfoxides.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectSulfides.en_US
dc.subjectAlicyclic compounds.en_US
dc.subjectOxidation-reduction reaction.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.contributor.advisorGlass, Richard S.en_US
dc.identifier.proquest8200328en_US
dc.identifier.oclc8616135en_US
dc.identifier.bibrecord.b13876880en_US
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