[-] Show simple item record

dc.contributor.advisorHarmata, Michael, 1959-eng
dc.contributor.authorHampton, Carissa Sueeng
dc.date.issued2014eng
dc.date.submitted2014 Falleng
dc.description.abstract[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] The [2,3]-sigmatropic rearrangement of propargylic sulfinates to allenic sulfones was studied under both silver and copper catalysis. Metal salts having non-coordinating anions were effective at promoting the rearrangement. In addition, recoverable and reusable metal-doped ultrastable Y (USY) zeolites are able to catalyze the rearrangement, making the process more environmentally "green". In the course of studying some organometallic chemistry of allenic sulfones, we discovered a facile palladium-catalyzed isomerization of these species to 1-arylsulfonyl 1,3-dienes. In the absence of palladium, but in the presence of a nucleophile and proton shuttle, such allenes can be converted to 2-arylsulfonyl 1,3-dienes. The mechanisms of both processes are examined. Troger?s base is a non-natural chiral amine whose analogues have applications in many areas. The sterics of Troger?s base prevent it from functioning as a bidentate ligand. We have designed a ligand derived from the Troger?s base structural framework that is dianionic and contains multiple coordination sites for transition metal and actinide complexation.eng
dc.identifier.urihttps://hdl.handle.net/10355/48210
dc.languageEnglisheng
dc.publisherUniversity of Missouri--Columbiaeng
dc.relation.ispartofcollectionUniversity of Missouri--Columbia. Graduate School. Theses and Dissertationseng
dc.rightsAccess is limited to the campus of the University of Missouri--Columbia.eng
dc.subject.FASTChemistry, Organiceng
dc.subject.FASTPalladiumeng
dc.subject.FASTSulfinic acidseng
dc.title[2,3]-Sigmatropic rearrangement of propargylic sulfinates ; Regiodivergent synthesis of 1- and 2 arylsulfonyl 1,3-dienes, and III. Synthesis of Troger's base-derived ligandseng
dc.typeThesiseng
thesis.degree.disciplineChemistry (MU)eng
thesis.degree.grantorUniversity of Missouri--Columbiaeng
thesis.degree.levelDoctoraleng
thesis.degree.namePh. D.eng


Files in this item

[PDF]
[PDF]
[PDF]

This item appears in the following Collection(s)

[-] Show simple item record