The chemistry of 1,2-dihydro-1,2-azaborine and nitrated lipids

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dc.contributor.authorMarwitz, Adam John Von, 1981-
dc.date.accessioned2011-06-17T23:15:52Z
dc.date.available2011-06-17T23:15:52Z
dc.date.issued2010-09
dc.descriptionxxv, 468 p. : ill. (some col.) A print copy of this thesis is available through the UO Libraries. Search the library catalog for the location and call number.en_US
dc.description.abstract1,2-Dihydro-1,2-azaborine is a six-membered aromatic heterocycle that is related to the quintessential aromatic molecule, benzene, via the replacement of a CC fragment in benzene with an isoelectronic BN bond-pair. Like the benzene motif, 1,2-dihydro-1,2-azaborine derivatives could provide opportunities in fields ranging from medicine to materials. Recent breakthroughs in the synthesis of 1,2-dihydro-1,2-azaborine have led to a burgeoning interest in this relatively unexplored heterocycle. This dissertation describes the synthesis, characterization, and potential applications of novel 1,2-dihydro1,2-azaborines. Chapter I reviews the chemistry of monocyclic and polycyclic BN-heterocycles over the last fifty years. Chapter II introduces the synthesis of numerous boron-substituted 1,2-dihydro-1,2-azaborine derivatives from a versatile precursor. Chapter III discusses the first successful synthesis of the parent 1,2-dihydro-1,2-azaborine, which is isoelectronic with benzene itself. An examination of the chemistry of 1,2-dihydro-1,2-azaborine provides a direct comparison of its properties relative to benzene. Chapter IV discusses the synthesis and characterization of 1,2-dihydro-1,2-azaborines incorporated into phenylacetylenic scaffolds. Chapter V discusses unrelated work on nitrated lipids, which was performed under the guidance of Professor Bruce Branchaud. The chapter introduces the importance of nitrated lipids in a biological context and details the synthetic achievements in this field. This dissertation includes previously published and unpublished co-authored material.en_US
dc.description.sponsorshipCommittee in charge: Michael Haley, Chairperson, Chemistry; Shih-Yuan Liu, Advisor, Chemistry; David Tyler, Member, Chemistry; Raghuveer Parthasarathy, Outside Member, Physicsen_US
dc.identifier.urihttps://hdl.handle.net/1794/11299
dc.language.isoen_USen_US
dc.publisherUniversity of Oregonen_US
dc.relation.ispartofseriesUniversity of Oregon theses, Dept. of Chemistry, Ph. D., 2010;
dc.subjectDihydro-1,2-azaborineen_US
dc.subjectNitrated lipidsen_US
dc.subjectBenzeneen_US
dc.subjectAromatic heterocycleen_US
dc.subjectBoron heterocycleen_US
dc.subjectConjugated organic materialsen_US
dc.subjectChemistryen_US
dc.subjectBiochemistryen_US
dc.subjectOrganic chemistryen_US
dc.titleThe chemistry of 1,2-dihydro-1,2-azaborine and nitrated lipidsen_US
dc.typeThesisen_US

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