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ROMP-Facilitated Methodologies and Automated Library Development of Thiadiazepin-1,1-dioxide-4-ones
dc.contributor.advisor | Hanson, Paul R. | |
dc.contributor.author | Long, Toby R. | |
dc.date.accessioned | 2011-12-02T20:33:57Z | |
dc.date.available | 2011-12-02T20:33:57Z | |
dc.date.issued | 2010-04-28 | |
dc.date.submitted | 2010 | |
dc.identifier.other | http://dissertations.umi.com/ku:10921 | |
dc.identifier.uri | http://hdl.handle.net/1808/8551 | |
dc.description.abstract | The use of ring-opening metathesis polymerization (ROMP) for polymer-assisted solution phase (PASP) synthesis is described herein. Multiple ROMP-based strategies will be discussed in the scope of this dissertation. These include the development and application of a multifaceted oligomeric phosphate as a facilitated leaving group in both SN2 and SN2´ processes, as well as an in-situ generated sequestration reagent. We also investigate the use of ROMP in an atom-economical approach to generate a diverse collection of cyclic sulfonamides (sultams) whereby a vanishing support protocol imparts a traceless, chromatography-free synthesis of these motifs. Also highlighted within is the ability to use ROMP technology to aid in the development of higher-loading magnetic nanoparticles for the purpose of supported catalysis. These cobalt-based ROMPgel nanoparticles were subsequently doped with Pd and demonstrated for use in several Suzuki-Miyaura coupling reactions. The nanoparticles were conveniently reclaimed via external magnetic field and recycled for later use. Lastly, we present the design, validation, and completion of a 225-member library of thiadiazepin-1,1-dioxide-4-ones using both solution- and polymer-assisted solution phase protocols. The library was validated and conducted on an automated parallel synthesis platform in which a facile, two-step diversity-rendering sequence was performed. | |
dc.format.extent | 349 pages | |
dc.language.iso | EN | |
dc.publisher | University of Kansas | |
dc.rights | This item is protected by copyright and unless otherwise specified the copyright of this thesis/dissertation is held by the author. | |
dc.subject | Organic chemistry | |
dc.subject | Polymer chemistry | |
dc.subject | Inorganic chemistry | |
dc.subject | Chemspeed | |
dc.subject | Metathesis | |
dc.subject | Nanoparticles | |
dc.subject | Romp | |
dc.subject | Sultams | |
dc.title | ROMP-Facilitated Methodologies and Automated Library Development of Thiadiazepin-1,1-dioxide-4-ones | |
dc.type | Dissertation | |
dc.contributor.cmtemember | Rubin, Michael | |
dc.contributor.cmtemember | Mure, Minae | |
dc.contributor.cmtemember | Malinakova, Helena C. | |
dc.contributor.cmtemember | Aube, Jeffrey | |
dc.thesis.degreeDiscipline | Chemistry | |
dc.thesis.degreeLevel | Ph.D. | |
kusw.oastatus | na | |
kusw.oapolicy | This item does not meet KU Open Access policy criteria. | |
kusw.bibid | 8085493 | |
dc.rights.accessrights | openAccess |
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Chemistry Dissertations and Theses [335]
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Dissertations [4889]